- Iron-Catalyzed Regioselective Alkenylboration of Olefins
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The first examples of an iron-catalyzed three-component synthesis of homoallylic boronates from regioselective union of bis(pinacolato)diboron, an alkenyl halide (bromide, chloride or fluoride), and an olefin are disclosed. Products that bear tertiary or quaternary carbon centers could be generated in up to 87 % yield as single regioisomers with complete retention of the olefin stereochemistry. With cyclopropylidene-containing substrates, ring cleavage leading to trisubstituted E-alkenylboronates were selectively obtained. Mechanistic studies revealed reaction attributes that are distinct from previously reported alkene carboboration pathways.
- Yu, Xiaolong,Zheng, Hongling,Zhao, Haonan,Lee, Boon Chong,Koh, Ming Joo
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supporting information
p. 2104 - 2109
(2020/11/30)
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- Continuous Flow Chlorination of Alkenyl Iodides Promoted by Copper Tubing
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A simple continuous flow synthesis of alkenyl chlorides from the corresponding readily available alkenyl iodides in copper reactor tubing is described. A variety of alkenyl chlorides were obtained in good to excellent yields with full retention of the dou
- Nitelet, Antoine,Kairouz, Vanessa,Lebel, Hélène,Charette, André B.,Evano, Gwilherm
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p. 251 - 257
(2019/01/04)
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- Iron-Catalyzed Cross-Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow
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Transition-metal-catalyzed cross-coupling chemistry can be regarded as one of the most powerful protocols to construct carbon–carbon bonds. While the field is still dominated by palladium catalysis, there is an increasing interest to develop protocols that utilize cheaper and more sustainable metal sources. Herein, we report a selective, practical, and fast iron-based cross-coupling reaction that enables the formation of Csp?Csp3 and Csp2?Csp3 bonds. In a telescoped flow process, the reaction can be combined with the Grignard reagent synthesis. Moreover, flow allows the use of a supporting ligand to be avoided without eroding the reaction selectivity.
- Deng, Yuchao,Wei, Xiao-Jing,Wang, Xiao,Sun, Yuhan,No?l, Timothy
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supporting information
p. 14532 - 14535
(2019/11/21)
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- HALOGEN-CONTAINING METATHESIS CATALYSTS AND METHODS THEREOF
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The present disclosure provides compounds, compositions, and methods for preparing alkenyl halides and/or haloalkyl-substituted olefins with Z-selectivity. The methods are particularly useful for preparing alkenyl fluorides such as CF3-substituted olefins by means of cross-metathesis reactions using halogen-containing molybdenum and tungsten complexes.
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Paragraph 00265
(2018/03/09)
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- Molybdenum chloride catalysts for Z-selective olefin metathesis reactions
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The development of catalyst-controlled stereoselective olefin metathesis processes has been a pivotal recent advance in chemistry. The incorporation of appropriate ligands within complexes based on molybdenum, tungsten and ruthenium has led to reactivity and selectivity levels that were previously inaccessible. Here we show that molybdenum monoaryloxide chloride complexes furnish higher-energy (Z) isomers of trifluoromethyl-substituted alkenes through cross-metathesis reactions with the commercially available, inexpensive and typically inert Z-1,1,1,4,4,4-hexafluoro-2-butene. Furthermore, otherwise inefficient and non-stereoselective transformations with Z-1,2-dichloroethene and 1,2-dibromoethene can be effected with substantially improved efficiency and Z selectivity. The use of such molybdenum monoaryloxide chloride complexes enables the synthesis of representative biologically active molecules and trifluoromethyl analogues of medicinally relevant compounds. The origins of the activity and selectivity levels observed, which contradict previously proposed principles, are elucidated with the aid of density functional theory calculations.
- Koh, Ming Joo,Nguyen, Thach T.,Lam, Jonathan K.,Torker, Sebastian,Hyvl, Jakub,Schrock, Richard R.,Hoveyda, Amir H.
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- METATHESIS CATALYSTS AND METHODS THEREOF
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The present application provides, among other things, compounds and methods for metathesis reactions. In some embodiments, the present disclosure provides methods for preparing alkenyl halide with regioselectivity and/or stereoselectivity. In some embodim
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Paragraph 00336
(2016/08/10)
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- A General Copper-Catalyzed Vinylic Halogen Exchange Reaction
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An efficient and general system for the halogen exchange reaction in alkenyl halides has been developed. Upon reaction with catalytic amounts of copper iodide and trans-N,N′-dimethylcyclohexane-1,2-diamine in the presence of tetramethylammonium chloride or bromide, a wide range of easily accessible alkenyl iodides can be smoothly transformed to their far less available chlorinated and brominated derivatives in excellent yields and with full retention of the double bond geometry. This reaction also enables the chlorination of bromoalkenes and could be extended to the use of gem-dibromoalkenes.
- Nitelet, Antoine,Evano, Gwilherm
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supporting information
p. 1904 - 1907
(2016/05/19)
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- Development of a general copper-catalyzed vinylic Finkelstein reaction—application to the synthesis of the C1–C9 fragment of laingolide B
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An efficient and broadly applicable procedure for the copper-catalyzed vinylic Finkelstein reaction is reported. Using a simple, readily available and cheap catalytic system, a broad range of alkenyl iodides and bromides can be smoothly converted to their lower homologues with high yields and full retention of the double bond geometry. Key features of this vinylic Finkelstein reaction are its broad applicability, enabling the conversion of readily available alkenyl iodides to their less available brominated and chlorinated counterparts, and the mild reaction conditions compatible with a range of highly functionalized substrates. The potential of this vinylic halogen exchange reaction in total synthesis and medicinal chemistry was demonstrated by its successful use for the synthesis of the C1–C9 fragment of laingolide B and for the late-stage modification of drug-like molecules. The extension of this halogen exchange to the acetylenic and allenic Finkelstein reactions is also reported.
- Nitelet, Antoine,Jouvin, Kévin,Evano, Gwilherm
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p. 5972 - 5987
(2016/09/16)
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- Engaging Alkenyl Halides with Alkylsilicates via Photoredox Dual Catalysis
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Single-electron transmetalation via photoredox/nickel dual catalysis provides the opportunity for the construction of Csp3-Csp2 bonds through the transfer of alkyl radicals under very mild reaction conditions. A general procedure for the cross-coupling of primary and secondary (bis-catecholato)alkylsilicates with alkenyl halides is presented. The developed method allows not only alkenyl bromides and iodides but also previously underexplored alkenyl chlorides to be employed. (Chemical Equation Presented).
- Patel, Niki R.,Kelly, Christopher B.,Jouffroy, Matthieu,Molander, Gary A.
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supporting information
p. 764 - 767
(2016/03/01)
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- Organic photoredox catalysis for the oxidation of silicates: Applications in radical synthesis and dual catalysis
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Metal free photooxidation of alkyl bis(catecholato)silicates with the organic dye 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyano-benzene (4CzIPN) allows the smooth formation of alkyl radicals. The latter can be efficiently engaged either with radical acceptors to provide homolytic addition products or in photoredox/nickel dual catalysis reactions to obtain cross-coupling products.
- Lévêque, Christophe,Chenneberg, Ludwig,Corcé, Vincent,Ollivier, Cyril,Fensterbank, Louis
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supporting information
p. 9877 - 9880
(2016/08/11)
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- Rhodium-catalyzed cross-coupling of alkenyl halides with arylboron compounds
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The rhodium(I)-catalyzed reaction between arylboronic esters and excess 1,2-dichloroethene selectively afforded (2-chlorovinyl)arenes. Double arylation yielding 1,2-diarylethenes was observed when 1,2-dibromoethene was reacted with 2.5 equivalents of aryl
- Matsuda, Takanori,Suzuki, Kentaro,Miura, Norio
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supporting information
p. 3396 - 3400
(2013/12/04)
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- A green hunsdiecker reaction of cinnamic acids
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Tribromo- and trichloroisocyanuric acids react with cinnamic acids in NaOH/H2O/Et2O at room temperature to produce (E)-2-halostyrenes regioselectively in 25-95percent yield. Mechanism studies using Hammett correlations and DFT (density functional theory) calculations have shown that this reaction has as rate determining step the electrophilic addition of chlorine atom to the double bond.
- Sodre?, Leonardo R.,Esteves, Pierre M.,De Mattos, Marcio C. S.
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p. 212 - 218
(2013/05/08)
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- Ruthenium-catalyzed aldehyde functionality reshuffle: Selective synthesis of E-2-arylcinnamaldehydes from E-β-bromostyrenes and aryl aldehydes
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A new concept for highly selective synthesis of E-2-arylcinnamaldehydes has been developed via a formal arylformylation of E-β-bromostyrenes with readily available aryl aldehydes. This strategy involves an overall reshuffle of the aldehyde functionality with a loss of hydrogen bromide.
- Wang, Ping,Rao, Honghua,Zhou, Feng,Li, Chao-Jun,Hua, Ruimao
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supporting information
p. 16468 - 16471,4
(2020/09/15)
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- Convenient one-pot synthesis of (E)-β-aryl vinyl halides from benzyl bromides and dihalomethanes
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(Chemical Equation Presented) (E)-β-Aryl vinyl iodides are synthesized in high yield with excellent stereoselectivity from benzyl bromides by a one-pot homologation/ stereoselective elimination procedure. Convenient conditions involving the anion of diiodomethane and an excess of base provide complete consumption of the benzyl bromide and elimination from a diiodoalkane intermediate. Similar conditions provide (E)-β-aryl vinyl chlorides and bromides by employing the anions of ICH2CI or CH2Br 2. The functional group tolerance and facile purification allows rapid access to a wide range of functionalized vinyl halides.
- Bull, James A.,Mousseau, James J.,Charette, Andre B.
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supporting information; experimental part
p. 5484 - 5488
(2009/06/06)
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- Solid-phase oxidative halodecarboxylation of β-arylacrylic acids with the ceric ammonium nitrate-alkali halide system
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The solid-phase oxidation of cinnamic, 4-methoxy- and 3,4-dimethoxycinnamic acids with Ce(NH4)2(NO3)6-MHal system leads to β-halostyrenes. Similar procedure in the absence of a metal halide results in a cleavage of the C=C bond giving the corresponding benzaldehydes.
- Nikishin,Sokova,Makhaev,Kapustina
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experimental part
p. 118 - 123
(2009/04/13)
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- Allylation and vinylation of aryl radicals generated from diazonium salts
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(Chemical Equation Presented) Allylation and vinylation of aryl radicals generated from aryl diazonium salts provides rapid and efficient access to chlorinated and brominated derivatives of styrene and allylbenzene. Allyl chlorides were found to be better substrates than bromides due to decreased halogen transfer. Donor- and acceptor-substituted diazonium salts are well tolerated. The products represent important precursors for numerous further transformations.
- Heinrich, Markus R.,Blank, Olga,Ullrich, Daniela,Kirschstein, Marcel
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p. 9609 - 9616
(2008/03/27)
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- A very simple synthesis of chloroalkenes and chlorodienes by selective Suzuki couplings of 1,1- and 1,2-dichloroethylene
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Chloroalkenes, important building blocks for cross-coupling reactions, are prepared in one step by the Suzuki reaction of 1,1-dichloroethylene and 1,2-dichloroethylene with alkenyl- and arylboronic acids. Under the proper reaction conditions, it is possible to obtain the monocoupling reaction to provide the corresponding chloroalkenes with good yields. This method represents an excellent route for the preparation of chloroalkenes and chlorodienes from commercially available starting materials.
- Barluenga, Jose,Moriel, Patricia,Aznar, Fernando,Valdes, Carlos
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p. 347 - 353
(2007/10/03)
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- Stereoselective synthesis of Z alkenyl halides via Julia olefination
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Julia olefination between α-halomethyl sulfones and a variety of aldehydes afforded alkenyl halides in good to excellent yields with high E/Z stereoselectivities. Sulfones were readily prepared in two or three steps from commercially available reagents in good yields. Optimization revealed that the nature of the solvent, the base, and the additive were crucial to obtain the desired alkenyl halides.
- Lebrun, Marie-Eve,Le Marquand, Paul,Berthelette, Carl
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p. 2009 - 2013
(2007/10/03)
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- The effect of vicinyl olefinic halogens on cross-coupling reactions using Pd(0) catalysis
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(trans) 1-Chloro-2-iodoethylene (3), (trans) 1-bromo-2-iodoethylene (4), (trans) 1,2-diiodoethylene (5) and (cis and trans) 1,2-dibromoethylene (11) were reacted under Suzuki, Sonogashira and Negishi cross-coupling conditions using Pd catalysis to obtain mono coupled products. Only olefin template 3 provided the desired coupling products reliably under all reaction conditions. Compound 5 did not provide cross coupled products under any of the reaction conditions used. The Negishi reaction was the only one that worked for templates 4 and 11. Studies indicate that oxidative addition of the most reactive carbon-halogen bond to Pd(0) is followed by elimination of the second halide, when the second halide is a bromide or an iodide. This happens to a much lesser degree when the second halogen is a chloride. Graphical Abstract.
- Organ, Michael G.,Ghasemi, Haleh,Valente, Cory
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p. 9453 - 9461
(2007/10/03)
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- Catalytic Hunsdiecker reaction of α,β-unsaturated carboxylic acids: How efficient is the catalyst?
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UV-vis spectrophotometry is utilized to measure the relative efficiency of lithium acetate, tetrabutylammonium trifluoroacetate, and triethylamine as catalysts for the conversion of 4-methoxycinnamic acid to 4-methoxy-β-bromostyrene. In acetonitrile - water as solvent, the efficiency order is lithium acetate > triethylamine > tetrabutylammonium trifluoroacetate. For triethylamine as catalyst, solvent-dependent order is acetonitrile - water > dichloromethane > acetonitrile. Using triethylamine as catalyst (5-20 mol %), cinnamic acids, and propiolic acids are converted to corresponding β-bromostyrenes and 1-halo-1-alkynes in 60-98% isolated yields within 1-5 min.
- Prakash Das, Jaya,Roy, Sujit
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p. 7861 - 7864
(2007/10/03)
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- Halodecarboxylation of a,β-unsaturated carboxylic acids bearing aryl and styrenyl group at β-carbon with Oxone and sodium halide
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Reaction of α,β-unsaturated carboxylic acid bearing aryl and styrenyl group at β-carbon with Oxone and sodium halide in aqueous acetonitrile afforded the corresponding haloalkenes.
- You,Lee
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p. 105 - 107
(2007/10/03)
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- A mild and efficient method for oxidative halodecarboxylation of α,β-unsaturated aromatic acids using lithium bromide/chloride and ceric ammonium nitrate
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A mild and efficient ecofriendly method for the halodecarboxylation of α,β-unsaturated aromatic acids has been developed by using lithium bromide/chloride and ceric ammonium nitrate in acetonitrile-water at room temperature to afford the vinyl halides in moderate to good yields.
- Roy, Subhas Chandra,Guin, Chandrani,Maiti, Gourhari
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p. 9253 - 9255
(2007/10/03)
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- Synthesis of stereodefined polysubstituted olefins. 1. Sequential intermolecular reactions involving selective, stepwise insertion of Pd(0) into allylic and vinylic halide bonds. The stereoselective synthesis of disubstituted olefins
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Palladium-catalyzed allylic substitution and cross-coupling reactions have been combined into a sequential procedure to provide a range of disubstituted olefin products starting from two-, three-, and four-carbon common olefin templates. Diverse application of this template strategy is demonstrated in a variety of model studies and in a parallel synthesis (combinatorial) approach to prepare an allylic amine molecular library. An approach toward the preparation of astaxanthin β-D-diglucoside, an interesting antioxidant whose total synthesis has yet to be reported, using the olefin-template approach is also discussed.
- Organ,Cooper,Rogers,Soleymanzadeh,Paul
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p. 7959 - 7970
(2007/10/03)
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- Catalytic Hunsdiecker reaction and one-pot catalytic Hunsdiecker-Heck strategy: Synthesis of α,β-unsaturated aromatic halides, α- (dihalomethyl)benzenemethanols, 5-aryl-2,4-pentadienoic acids, dienoates and dienamides
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The reaction of α,β-unsaturated aromatic (or heteroaromatic) carboxylic acids with N-halosuccinimides (1 equiv.) and catalytic tetrabutylammonium trifluoroacetate (0.2 equiv.) in dichloroethane results in facile halodecarboxylation affording the corresponding (E)-halides in good to excellent yields. A similar reaction, but with 2 equiv. of N-halosuccinimides in acetonitrile-water (1:1 v/v) results in the exclusive formation of the corresponding α-(dihalomethyl)benzenemethanols. Furthermore, a one-pot strategy has been developed combining catalytic Hunsdiecker reaction (using tetrabutylammonium trifluoroacetate in dichloroethane) and Heck coupling (using palladium acetate/triethylamine/triphenylantimony/dichloroethane) for the synthesis of 5-aryl-2,4-pentadienoic acids, esters and amides in moderate to good yields. The natural product piperine and pipergualamine has been synthesized via the above route. Mechanistic and theoretical studies (via AM1 calculations) provide a useful insight into the mechanism of the present halodecarboxylation reaction, suggesting an ionic pathway involving the attack of the halogenium ion across the carbon-carbon double bond, triggering the elimination of carbon dioxide. (C) 2000 Elsevier Science Ltd.
- Naskar, Dinabandhu,Roy, Sujit
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p. 1369 - 1377
(2007/10/03)
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- Stereoselective synthesis of (E)-β-arylvinyl halides by microwave-induced Hunsdiecker reaction
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(E)-β-Arylvinyl halides were prepared in high yields in a short reaction (1-2 min) by microwave irradiation of the corresponding 3-arylpropenoic acids in the presence of N-halosuccinimide and catalytic LiOAc.
- Kuang,Senboku,Tokuda
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p. 1439 - 1442
(2007/10/03)
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- Is metal necessary in the Hunsdiecker-Borodin reaction?
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The tetrabutylammonium trifluoroacetate (TBATFA) catalyzed conversion of α,β-unsaturated carboxylic acids to the corresponding halides with N-halosuccinimides in dichloroethane is reported as the first example of a metal-free catalytic version of the title reaction. The methodology was further employed for a facile synthesis of piperine.
- Naskar, Dinabandhu,Chowdhury, Shantanu,Roy, Sujit
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p. 699 - 702
(2007/10/03)
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- Oxidative Halo-Decarboxylation of α,β-Unsaturated Carboxylic Acids
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A procedure for oxidative halo-decarboxylation of α,β-unsaturated carboxylic acids using iodosylbenzene, or iodosylbenzene diacetate, and N-chloro-, N-bromo-, or N-iodosuccinimide is presented.Good yields of the corresponding bromoalkenes are obtained when the α,β-unsaturated carboxylic acids are substituted with an aromatic substituent in the β-position and N-bromosuccinimide is used as the halogenation reagent.The scope of mainly the oxidative bromo-decarboxylation reaction is presented, and a tentative mechanism is proposed.
- Graven, Anette,Joergensen, Karl Anker,Dahl, Soeren,Stanczak, Andrzej
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p. 3543 - 3546
(2007/10/02)
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- Stereochemistry of direct olefin formation from carbonyl compounds and lithiated heterocyclic sulfones
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The conditions for the title reaction were studied for the 2-benzothiazole and 2-pyridine series and for some examples in the 2-pyrimidine series.The olefin preparations were generally observed to be more efficient for 2-BT-sulfone systems.From the data of the hundred cases studied, it can be concluded that (E)-olefins are obtained: (i) from saturated BT-sulfones and aromatic aldehydes; and (ii) from benzylic BT-sulfones and branched saturated aldehydes (isobutyraldehyde, pivalaldehyde) or α,β-ethylenic or aromatic aldehydes. (Z)-olefins arise: (i) fom propargylic BT-sulfones and saturated or aromatic aldehydes; and (ii) from allylic or benzylic Pyr-sulfones and saturated aldehydes.Possible mechanisms for this new olefination procedure were examined. - heteroaromatic sulfones, organolithium derivatives, intramolecular ipso reactions, stereochemistry, elimination, olefination.
- Baudin, J. B.,Hareau, G.,Julia, S. A.,Lorne, R.,Ruel, O.
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p. 856 - 878
(2007/10/02)
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- Highly cis-selective Wittig reactions employing α-heterosubstituted ylids
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1-Alkenyl chlorides, bromides or iodides can be obtained with very high cis selectivities through Wittig reaction employing α-chloro, α-bromo α-iodo ylids derive from tris(2-methoxymethoxyphenyl)phospine. The corresponding α-methoxy substituted ylid produces enethers with again remarkably high cis/trans ratios. Palladium(II) catalyzed coupling of (Z)-1-iodo-1-heptene with ethyl acrylate affords ethyl (2E,4Z)-2-4-decadienoate, the Bartlett pear fragrance, with almost quantitative yield.
- Zhang, Xin-Ping,Schlosser, Manfred
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p. 1925 - 1928
(2007/10/02)
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- Carbanions phosphonate prepares par voie electrochimique: formation et reactivite vis-a-vis d'un aldehyde
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Reactivity towards p-methoxybenzaldehyde (ArCHO) of electrochemically generated phosphonate carbanions has been investigated.Electrolyses were carried out at a mercury cathode in DMF and two routes to the desired carbanion have been compared: (i) Deprotonation of phosphonates of general formula (EtO)2P(O)CHYW (Y = W = Cl; Y = H, W = Cl; Y = Cl, W = CO2Et; Y = H, W = CO2Et; Y = CH3, W = CO2Et; Y = Cl, W = CH3), by the bases resulting from the electroreduction of azobenzene; addition of the carbanion formed onto the carbonyl group takes place and leads to the adduct (EtO)2P(O)CYW(Ar)O-. (ii) Two-electron reduction of halophosphonates (EtO)2P(O)CXYW (X = Cl, Y and W as above; X = Br, W = CO2Et, Y = Cl, Br, or CH3); when no H atom is present on the carbon bearing the phosphonate group (Y and W no = H), the same evolution leading to the above adduct is observed, on the contrary, when Y = H, the electrogenerated carbanion deprotonates the substrate and the resulting carbanion (EtO)2P(O)CXW reacts with the aldehyde; giving the adduct (EtO)2P(O)CXW(Ar)O-.Evolution of the intermediate adduct depends on the substituents Y (or X) and W: when W = CO2Et, whatever the nature of Y (or X), diethyl phosphate is eliminated with formation of the ethylenic ArCH=CWY (or X) (Wittig-Horner reaction); the same evolution is observed when Y = W = Cl.When W = Cl and Y = H or CH3, the final product is the phosphonate epoxyde resulting from chloride elimination (Darzens reaction).Chemo- and stereoselectivity depend only on the nature of Y and W but are independent of the mode of generation of the carbanion.Yields are limited by side-protonation reactions, which are related to the basicity of the phosphonate carbanions.Analysis of the results permits selection of the optimal electrolysis conditions for purposes of synthesis.Key words: electrosynthesis, electrogenerated bases, phosphonates, Wittig-Horner.
- Le Menn, Jean-Christophe,Sarrazin, Jean,Tallec, Andre
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p. 1332 - 1343
(2007/10/02)
-
- INVESTIGATIONS ON REACTIONS OF CHLORINE DIOXIDE AND SODIUM CHLORITE WITH ORGANIC COMPOUNDS. PART XXXV. REACTIONS OF CHLORINE DIOXIDE WITH RING-SUBSTITUTED STYRENES
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Reactions of chlorine dioxide with ring substituted styrenes (1a-n) in carbon tetrachloride at 52-54 deg C were studied.The reaction products were isolated and characterised.It has been found that methyl-, chloro-, nitrostyrenes and 4-methoxystyrene are attacked by chlorine dioxide exclusively on the vinyl group, to yield the corresponding α-chloroacetophenones (2), diastereoisomers of β-chlorostyrene (6,7), oxidation products (8,9) and some polymers.Oxidation of its phenolic hydroxyl groups and vinyl polymerization took place in hydroxystyrenes.
- Kwiecien, Halina,Jalowiczor, Jozef
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p. 811 - 824
(2007/10/02)
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- CARBON-CARBON BOND FORMING REACTION OF BIS(CHLOROMETHYL)SULFONE WITH CARBONYL COMPOUNDS: GENERAL ROUTE TO AROMATIC 2-CHLOROVINYL COMPOUNDS AND α-HYDROXYALDEHYDES
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Bis(chloromethyl)sulfone (1) has been proved to be a useful reagent for the synthesis of aromatic 2-chlorovinyl compounds (4) from aromatic aldehydes and of α-hydroxyaldehydes (5) from aliphatic carbonyl compounds with one carbon prolongation.The sec-butyllithium-aided reaction of 1 with aromatic aldehydes gives 1,3-oxathiolane-3,3-dioxides (2) which are converted to 4 in good yields by thermolysis.On the other hand, the sodium hydride-aided reaction of 1 with aliphatic carbonyl compounds is favorable to the formation of chloromethylsulfonyloxiranes (3).Titanium tetrachloride has been found to be an efficient reagent for hydrolysis of 3 to 5.
- Nagashima, Enkou,Suzuki, Kunio,Ishikawa, Motoaki,Sekiya, Minoru
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p. 1873 - 1879
(2007/10/02)
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- Photolysis of 3-Chlorodiazirine in the Presence of Alkenes: Orientational Factors in the Intermolecular Interception of Chlorocarbene by Alkenes
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The stereochemistry of the 1,2-H shift of photolytically generated benzylchlorocarbene is significantly affected by aryl substituents and by the addition of an alkene.
- Tomioka, Hideo,Hayashi, Norihiro,Izawa, Yasuji,Liu, Michael T. H.
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p. 476 - 478
(2007/10/02)
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