- A versatile route to planar chiral diphosphines and their application in the asymmetric Heck reaction
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Five chiral monophosphines and nine planar chiral diphosphines have been synthesised in good yield and enantiopurity by a modular approach; the diphosphines have been reacted with Pd(OAc)2 and screened for activity in the asymmetric Heck reacti
- Gibson, Susan E.,Ibrahim, Hasim,Pasquier, Corinne,Swamy, Vishwanath M.
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Read Online
- Enantio- and regioselective heck-type reaction of arylboronic acids with 2,3-dihydrofuran
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(Figure Presented) Reported herein is a protocol for the enantioselective Pd(II)-catalyzed Heck-type reaction between arylboronic acids and 2,3-dihydrofuran. The highest chemical and optical yields were obtained when a Pd(OAc)2/(R)-MeO(bipheny
- Penn, Liza,Shpruhman, Alina,Gelman, Dmitri
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Read Online
- Novel planar chiral diphosphines and their application in asymmetric hydrogenations and asymmetric Heck reactions
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Nine planar chiral diphosphines 8a-i have been synthesised by a versatile approach: The diphosphines have been assayed in an asymmetric hydrogenation reaction and an asymmetric Heck reaction and were found to give active catalysts that generated products
- Gibson, Susan E.,Ibrahim, Hasim,Pasquier, Corinne,Swamy, Vishwanath M.
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Read Online
- Palladium complexes with chiral imidazole ligands as potential catalysts for asymmetric C[sbnd]C coupling reactions
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Two palladium complexes of the type [Pd(im)2Cl2] containing chiral imidazole ligands (im?=?1-bornyloxymethylene imidazole, 1-fenchyloxymethylyne imidazole) were synthesized and structurally characterized. The square planar structure of one of the complexes was confirmed by the X-ray analysis. The new palladium complexes were tested as catalysts in various C[sbnd]C bond forming reactions, namely Suzuki–Miyaura, carbonylative Suzuki–Miyaura, asymmetric Heck-type coupling reactions and asymmetric conjugate addition of phenylboronic acid to heterocyclic acceptors. In all the reactions the cross-coupling products were obtained with high yield and selectivity under mild conditions. In case of coupling of 2,3-dihydrofuran with phenylboronic acid ee value ca. 10 was observed.
- Zawartka, Wojciech,Gniewek, Andrzej,Trzeciak, Anna M.
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Read Online
- Enantioselective Intermolecular Heck and Reductive Heck Reactions of Aryl Triflates, Mesylates, and Tosylates Catalyzed by Nickel
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Nickel-catalyzed intermolecular Heck reaction of cycloalkenes proceeds well with aryl triflates, mesylates and tosylates in excellent enantiomeric ratios. The asymmetric reductive Heck reaction also works with a 2-cyclopentenone ketal, which is equivalent to conjugate arylation of the enone itself.
- Huang, Xiaolei,Teng, Shenghan,Chi, Yonggui Robin,Xu, Wenqiang,Pu, Maoping,Wu, Yun-Dong,Zhou, Jianrong Steve
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supporting information
p. 2828 - 2832
(2020/12/11)
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- C1-Symmetric Binap Derivative Featuring Single Diferrocenylphosphino-Donor Moiety
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A C1-symmetric chiral bisphosphine, FcPh-Binap (1), which possesses a single diferrocenylphosphino moiety together with a conventional Ph2P-substituent, was prepared in enantiomerically pure forms. Ligand 1 is sterically less demanding than Fc-Segphos (A)
- Enomoto, Yuuki,Ichiryu, Hiroki,Hu, Hao,Ura, Yasuyuki,Ogasawara, Masamichi
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supporting information
p. 1020 - 1024
(2021/05/07)
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- Synthesis, characterization and first application of chiral C2-symmetric bis(phosphinite)-Pd(II) complexes as catalysts in asymmetric intermolecular Heck reactions
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A series of new chiral C2-symmetric bis(phosphinite) ligands and their palladium(II) complexes have been synthesized and for the first time used as catalysts in the palladium-catalysed asymmetric intermolecular Heck coupling reactions of 2,3-dihydrofuran with iodobenzene or aryl triflate. Under optimized conditions, products were obtained with high conversions and moderate to good enantioselectivities. The new C2-symmetric bis(phosphinite) ligands and their palladium(II) complexes were characterized using multinuclear NMR and Fourier transform infrared spectroscopies and elemental analysis.
- Karaka?, Duygu Elma,Durap, Feyyaz,Aydemir, Murat,Baysal, Akin
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p. 193 - 198
(2016/04/05)
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- Exploiting the gem-Disubstitution Effect in FcPHOX and HetPHOX P,N Ligands: Synthesis and Applications in Pd-Catalyzed Intermolecular Heck Reactions
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The synthesis of a range of novel gem-disubstituted and electronically varied thiophene-oxazoline (HetPHOX) ligands and ferrocene-oxazoline (FcPHOX) ligands and their application in the Pd-catalyzed intermolecular asymmetric Heck reaction (IAH) is described. These investigations show that gem-disubstitution of i-Pr-PHOX-type ligands can lead to effective and cost-efficient alternatives to the corresponding t-Bu-PHOX systems. The Pd complexes of these ligands were very effective in the IAH, providing phenylated products in up to 100% conversion with up to 97% ee.
- McCartney, Dennis,Nottingham, Chris,Müller-Bunz, Helge,Guiry, Patrick J.
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p. 10151 - 10162
(2015/11/03)
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- Rational design of cyclopropane-based chiral PHOX ligands for intermolecular asymmetric Heck reaction
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A novel class of chiral phosphanyl-oxazoline (PHOX) ligands with a conformationally rigid cyclopropyl backbone was synthesized and tested in the intermolecular asymmetric Heck reaction. Mechanistic modelling and crystallographic studies were used to predict the optimal ligand structure and helped to design a very efficient and highly selective catalytic system. Employment of the optimized ligands in the asymmetric arylation of cyclic olefins allowed for achieving high enantioselectivities and significantly suppressing product isomerization. Factors affecting the selectivity and the rate of the isomerization were identified. It was shown that the nature of this isomerization is different from that demonstrated previously using chiral diphosphine ligands.
- Rubina, Marina,Sherrill, William M.,Barkov, Alexey Yu.,Rubin, Michael
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p. 1536 - 1548
(2014/07/22)
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- Photomechanical actuation of ligand geometry in enantioselective catalysis
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A catalyst that couples a photoswitch to the biaryl backbone of a chiral bis(phosphine) ligand, thus allowing photochemical manipulation of ligand geometry without perturbing the electronic structure is reported. The changes in catalyst activity and selec
- Kean, Zachary S.,Akbulatov, Sergey,Tian, Yancong,Widenhoefer, Ross A.,Boulatov, Roman,Craig, Stephen L.
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supporting information
p. 14508 - 14511
(2015/02/19)
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- Palladium-catalyzed asymmetric Heck arylation of 2,3-dihydrofuran-effect of prolinate salts
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Chiral ionic liquids (CILs) containing l-prolinate and l-lactate anions and non-chiral quaternary ammonium cations were employed in the palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran with aryl iodides (iodobenzene, 4-iodotoluene, 2-iodoanisole, 4-iodoanisole, 4-iodoacetophenone). In all the reactions 2-aryl-2,3-dihydrofuran (3) was obtained as the main product with the yield up to 52% at the total conversion reaching 83%. Product 3, 2-phenyl-2,3-dihydrofuran, was obtained with excellent enantioselectivity (>99% ee) in a 6 h reaction with tetrabutylammonium l-prolinate. In the proposed homogeneous reaction Pd(0) nanoparticles are considered as a resting state of the catalyst and a source of soluble palladium species catalyzing the Heck reaction. The yield and stereoselectivity of the Heck reaction are strongly influenced by the kind of non-chiral cations present in CILs. The Royal Society of Chemistry 2013.
- Morel, Adam,Silarska, Ewelina,Trzeciak, Anna M.,Pernak, Juliusz
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p. 1215 - 1222
(2013/02/23)
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- Bronsted acid catalyzed asymmetric propargylation of aldehydes
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Which gets activated? A versatile and highly enantioselective chiral Bronsted acid catalyzed method for the propargylation of aldehydes is described to provide a range of chiral homopropargylic alcohols. Computational studies support the belief that the c
- Jain, Pankaj,Wang, Hao,Houk, Kendall N.,Antilla, Jon C.
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p. 1391 - 1394
(2012/03/11)
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- BINAP versus BINAP(O) in asymmetric intermolecular Mizoroki-Heck reactions: Substantial effects on selectivities
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2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) was employed as chiral ligand in the enantioselective intermolecular Mizoroki-Heck reaction, whereas the use of cognate BINAP(O) (monooxidized BINAP) is unprecedented. The regio- and enantioselectivity of the arylation of representative cyclic alkenes changes dramatically in the presence of hemilabile BINAP(O) instead of BINAP. The arylation of 2,3-dihydrofuran is perfectly regiodivergent (98:2 versus 0:100) and the arylation of cyclopentene is only enantioselective with BINAP(O) [60 versus 10% enantiomeric excess (ee)]. Use of [Pd2(dba)3]·dba (dba=dibenzylideneacetone) instead of Pd(OAc)2 produces as high as 86% ee in the arylation of cyclopentene.
- Woeste, Thorsten H.,Oestreich, Martin
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p. 11914 - 11918
(2011/11/29)
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- Application of 3,3′-disubstituted xylBINAP derivatives in inter- and intramolecular asymmetric Heck/Mizoroki reactions
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3,3′-Disubstituted xylBINAP derivatives were applied to inter- and intramolecular asymmetric Heck/Mizoroki reactions. The results from these reactions were compared to those obtained with (R)-xylBINAP, (S)-BINAP and 3,3′-disubstituted BINAP derivatives. C
- Rankic, Danica A.,Lucciola, Daniela,Keay, Brian A.
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supporting information; experimental part
p. 5724 - 5727
(2010/11/16)
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- The synthesis of new HetPHOX ligands and their application to the intermolecular asymmetric heck reaction
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The synthesis of six members of the HetPHOX ligand class and the application of palladium complexes of these ligands to the intermolecular asymmetric Heck reaction is described, The tert-leucinol-derived ligands proved the most enantioselective, with pall
- Fitzpatrick, Martin O.,Muller-Bunz, Helge,Guiry, Patrick J.
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experimental part
p. 1889 - 1895
(2009/09/05)
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- Asymmetric multicomponent reactions: convenient access to acyclic stereocenters and functionalized cyclopentenoids
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Asymmetric multicomponent reactions of optically active phenyl dihydrofuran, keto ester or N-tosyl imino ester, and allylsilane provided functionalized phenyl tetrahydrofurans with multiple stereogenic centers diastereoselectively. Cleavage of the resulting substituted tetrahydrofurans readily provided acyclic derivatives with three contiguous asymmetric centers via an acyloxycarbenium ion intermediate. Ring closing olefin metathesis, using Grubbs catalyst, afforded functionalized cyclopentene derivatives in optically active form. A one-pot tandem tetrahydrofuran ring cleavage followed by ring closing olefin metathesis also provided functionalized cyclopentenes in good yield.
- Ghosh, Arun K.,Kulkarni, Sarang S.,Xu, Chun-Xiao,Shurrush, Khriesto
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p. 1020 - 1026
(2008/09/21)
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- Screening of a modular sugar-based phosphite-oxazoline ligand library in asymmetric Pd-catalyzed Heck reactions
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We have synthesised a library of phosphite-oxazoline ligands derived from readily available D-glucosamine. These ligands have been successfully screened in the palladium-catalysed Heck reaction of several substrates with high regio- (up to 99%) and enanti
- Mata, Yvette,Pàmies, Oscar,Diéguez, Montserrat
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p. 3296 - 3304
(2008/01/06)
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- Microwave-assisted asymmetric intermolecular heck reaction using phosphine-thiazole ligands
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A series of new phosphine-thiazole compounds has been synthesized and used as efficient ligands in the palladium-catalyzed asymmetric intermolecular Heck coupling of 2,3-dihydrofuran with aryl triflates and cyclohexenyl triflate. Microwave heating was used to accelerate the reactions and gave complete conversions in as little as one hour. Products were obtained with good to excellent enantioselectivities.
- Kaukoranta, Paeivi,Kaellstroem, Klas,Andersson, Pher G.
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p. 2595 - 2602
(2008/09/19)
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- Exploiting noninnocent (E,E)-dibenzylideneacetone (dba) effects in palladium(0)-mediated cross-coupling reactions: Modulation of the electronic properties of dba affects catalyst activity and stability in ligand and ligand-free reaction systems
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The reactivity of palladium(0) complexes, [Pd2 0(dba-n,n′-Z)3] (n,n′-Z = 4,4′-F; 4,4′-CF3; 4,4′-H; 4,4′-MeO) and [Pd 0(dba-n,n′-Z)2] (n,n′-Z = 4,4′-CF 3; 4,4′-H; 3,3′,5,5′-OMe),
- Fairlamb, Ian J. S.,Kapdi, Anant R.,Lee, Adam F.,McGlacken, Gerard P.,Weissburger, Felix,De Vries, Andre H. M.,Schmieder-Van De Vondervoort, Lizette
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p. 8750 - 8761
(2007/10/03)
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- Applications of 3,3′-disubstituted BINAP derivatives in inter- and intramolecular Heck/Mizoroki reactions
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A series of 3,3′-disubstituted BINAP ligands are used in asymmetric inter- and intramolecular Heck/Mizoroki reactions and their enantioselectivity compared to BINAP. Georg Thieme Verlag Stuttgart.
- Hopkins, J. Matthew,Gorobets, Evgueni,Wheatley, Bronwen M. M.,Parvez, Masood,Keay, Brian A.
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p. 3120 - 3124
(2008/02/13)
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- Avoiding the classical resolution during the synthesis of MeO-BIPHEP and 3,3′-disubstituted derivatives
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The Ullmann coupling of 1 (R = H) gives a 2:1 mixture of diastereomers 2 (R = H) in 81% yield that are easily separated by silica gel chromatography. This procedure avoids the generally cumbersome and sometimes difficult resolution step with DBTA. Similar Ullmann couplings and separation of the corresponding diastereomers are employed with other derivatives of 1 (R = OtBu, iPr, Ph, and mesityl) ultimately affording a new series of 3,3′-disubsituted-MeO-BIPHEP derivatives. The use of these new derivatives in palladium-catalyzed asymmetric Heck reaction, Pd-catalyzed polyene cyclizations and rhodium-catalyzed hydrogenations is also reported.
- Gorobets, Evgueni,Wheatley, Bronwen M. M.,Hopkins, J. Matthew,McDonald, Robert,Keay, Brian A.
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p. 3843 - 3846
(2007/10/03)
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- Chiral phosphite-oxazolines: A new class of ligands for asymmetric Heck reactions
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(Chemical Equation Presented) A series of phosphite-oxazoline ligands, derived from readily available D-glucosamine, have been used for the first time in the palladium-catalyzed Heck reaction of several substrates with high regio- and enantioselectivities (ee's up to 99%) and improved activities in standard conditions.
- Mata, Yvette,Dieguez, Montserrat,Pamies, Oscar,Claver, Carmen
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p. 5597 - 5599
(2007/10/03)
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- TRANSITION METAL COMPLEX HAVING DIPHOSPHINE COMPLEX AS LIGAND
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A transition metal complex having 2,2'-bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-1,1'-binaphthyl as a ligand. The presence of the transition metal complex in the reaction system of an asymmetric reaction system allows the preparation of an objective compound having an objective absolute configuration with improved efficiency.
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Page/Page column 20
(2010/02/13)
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- A new class of readily available and conformationally rigid phosphino-oxazoline ligands for asymmetric catalysis
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A new class of conformationally rigid phosphino-oxazoline ligands 3 were synthesized via an efficient ortho-substitution of phenyl glycinol as the key step. Divergent synthetic routes for easy ligand modulation, as well as a procedure suitable for scale-u
- Liu, Duan,Dai, Qian,Zhang, Xumu
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p. 6460 - 6471
(2007/10/03)
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- Synthesis, resolution and applications of 3,3′-bis(RO)-MeO-BIPHEP derivatives
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A series of optically pure 3,3′-bis(RO)-MeO-BIPHEP derivatives are prepared and used in palladium catalyzed asymmetric transformations. The phosphine oxide of (±)-5 is prepared in four steps from p-methoxyphenol and resolved using the novel resolving reag
- Gorobets, Evgueni,Sun, Guang-Ri,Wheatley, Bronwen M.M.,Parvez, Masood,Keay, Brian A.
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p. 3597 - 3601
(2007/10/03)
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- Synthesis, resolution, and application of 2,2′-bis(diphenylphosphino) -3,3′-binaphtho[b]furan (BINAPFu)
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(±)-2,2′-Bis(diphenylphosphino)-3,3′-binaphtho[2,1-b] furan (BINAPFu) was synthesized from 2-naphthoxyacetic acid in a five-step sequence in 62% overall yield. A variety of reported resolution procedures for biaryl bisphosphines did not work with (±)-BINAPFu; thus, a new resolution method was developed, involving the Staudinger reaction of the aforementioned racemate of BINAPFu with an enantiopure camphor sulfonyl azide derivative. The resulting diastereomeric phosphinimines were separated by flash chromatography. Subsequent hydrolysis to the corresponding bis-phosphine oxide and trichlorosilane reduction provided enantiopure BINAPFu. The absolute stereochemical configuration of BINAPFu was established by X-ray crystallography. BINAPFu was compared with commercially available 2,2′-bis(diphenylphosphino)-1,1′-binaphthalene (BINAP) in Pd(0)-catalyzed intermolecular Heck reactions. Investigation of the Heck arylation of 2,3-dihydrofuran showed BINAPFu to be more efficacious than BINAP in dioxane at 30°C. A variety of phosphorus selenides were prepared, and the 1JP-Se coupling constants measured, to obtain a comparative scale of parent phosphine basicity. The phosphorus atoms in BINAPFu were found to be electron deficient when compared with BINAP but slightly more electron rich than trifurylphosphine.
- Andersen, Nell G.,Parvez, Masood,McDonald, Robert,Keay, Brian A.
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p. 145 - 161
(2007/10/03)
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- The Application of HETPHOX Ligands to the Asymmetric Intermolecular Heck Reaction
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Two new heterocyclic diphenylphosphinooxazolines derived from thiophene and benzothiophene were prepared in moderate to good yield and these, and a range of related HETPHOX ligands, were applied in the intermolecular asymmetric Heck reaction. Phenylation of 2,3-dihydrofuran with the t-butyl-substituted thiophene-oxazoline ligand gave (R)-2-phenyl-2,3-dihydrofuran highly regioselectively with excellent enantioselectivity (91-95% ee) and in good yields (70-97%). In addition, cyclohexenylation of 2,3-dihydrofuran proceeded with enantioselectivities of up to 97% ee in excellent (97%) yields, again with the t-butyl-substituted thiophene-oxazoline ligand proving optimal over a range of reaction conditions investigated.
- Kilroy, Tim G.,Cozzi, Pier Giorgio,End, Nicole,Guiry, Patrick J.
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p. 106 - 110
(2007/10/03)
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- The application of Hetphox ligands to the asymmetric intermolecular heck reaction of 2,3-dihydrofuran and 2,2-disubstituted-2,3-dihydrofurans
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A series of thiophene- and benzothiophene-oxazoline containing ligands, were applied in the intermolecular asymmetric phenylation and cyclohexenylation of 2,3-dihydrofuran 1. Phenylation proceeded in moderate to high chemical yields, with good regioselectivities and in up to 95% ee. Cyclohexenylations gave similarly high chemical yields and regioselectivities with the optimal result being a 96% yield of the major product in 97% ee. 2,2-Dialkyl-2,3- dihydrofurans were also tested as substrates and the phenylation and cyclohexenylation of 2,2-dimethyl-2,3-dihydrofuran proceeded in high yields and ee's up to 91% and 89%, respectively. The phenylation and cyclohexenylation of the 2,2-diethyl analogue proceeded in excellent yields and ee's up to 99% and 87%, respectively. For each substrate, palladium complexes formed from the t-butyl-substituted ligand 10 gave the highest yields, regioselectivities, and enantioselectivities over the broad range of reaction conditions studied. 2,2-Diisopropyl-2,3-dihydrofuran was prepared but was found to be unreactive in the intermolecular Heck reaction thus providing insight into to the steric limits for 2,3-dihydrofuran substrates.
- Kilroy, Tim G.,Cozzi, Pier Giorgio,End, Nicole,Guiry, Patrick J.
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p. 1879 - 1888
(2007/10/03)
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- Synthesis and application of chiral cyclopropane-based ligands in palladium-catalyzed allylic alkylation
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A series of chiral, cyclopropane-based phosphorus/sulfur ligands have been synthesized and evaluated in the palladium-catalyzed allylic alkylation of 1,3-diphenylpropenyl acetate with dimethyl malonate. Variation of the ligand substituents at phosphorus,
- Molander, Gary A.,Burke, Jason P.,Carroll, Patrick J.
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p. 8062 - 8069
(2007/10/03)
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- Synthesis of Versatile Chiral N,P Ligands Derived from Pyridine and Quinoline
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Potent transition-metal complexes for asymmetric catalysis are formed from readily accessible N,P ligands constructed from basic N-heteroaryl building blocks (see structure). Their simple assembly should not be misconstrued: they posses several handles by which to tune both steric and electronic parameters. The potential of these ligands is demonstrated by the high levels of enantioselection they induce in such divergent processes as asymmetric hydrogenation and the Heck reaction.
- Drury III, William J.,Zimmermann, Nicole,Keenan, Martine,Hayashi, Masahiko,Kaiser, Stefan,Goddard, Richard,Pfaltz, Andreas
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- Chiral fluorous phosphorus ligands based on the binaphthyl skeleton: Synthesis and applications in asymmetric catalysis
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Two enantiopure fluorous phosphines have been conveniently synthesized by combining palladium-catalyzed coupling reactions of easily available binaphthyl building-blocks with the introduction of fluorous ponytails onto aromatic compounds via ether bond fo
- Bayardon, Jerome,Cavazzini, Marco,Maillard, David,Pozzi, Gianluca,Quici, Silvio,Sinou, Denis
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p. 2215 - 2224
(2007/10/03)
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- The regioselectivity of the asymmetric intermolecular Heck reaction with planar chiral diphosphine-oxazoline ferrocenyl ligands
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A series of novel planar chiral diphosphine-oxazoline ferrocenyl ligands were synthesized and used efficiently in the palladium-catalyzed asymmetric intermolecular Heck reaction of 2,3-dihydrofuran with aryl triflate and cyclohexenyl triflate. The tuning of the regioselectivity was realized by means of different palladium precursors and by changing the electronic factor of the ligands. A plausible rationale based on the existed mechanism is provided.
- Tu, Tao,Deng, Wei-Ping,Hou, Xue-Long,Dai, Li-Xin,Dong, Xi-Cheng
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p. 3073 - 3081
(2007/10/03)
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- Synthesis, resolution, and applications of 2,2′-bis(diphenylphosphino)-3,3′-binaphtho[2,1-d]furan
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A short five-step synthesis of (±)-2,2′-bis(diphenylphosphino)-3,3′-binaphtho[2,1-b]furan (BINAPFu, 1) starting from 2-naphthoxyacetic acid is reported. The resolution of BINAPFu 1 was possible using our newly developed resolution procedure for phosphines
- Andersen, Neil G.,Parvez, Masood,Keay, Brian A.
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p. 2817 - 2820
(2007/10/03)
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- Efficient planar chiral 2'-substituted 1,1'-P,N-ferrocene ligands for the asymmetric Heck reaction: Control of enantioselectivity and configuration by planar chiral substituent
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Planar chiral 1,1'P,N-2'-substituted 2' substituted 1,1'-P,N-ferrocene derivatives were efficient ligands for the Pd-catalyzed asymmetric Heck reaction, in which 79-85% yields with high enantioselectivity (86-92%) were obtained within several hours; the e
- Deng,Hou,Dai,Dong
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p. 1483 - 1484
(2007/10/03)
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- Regio- and enantio-selective Heck reactions of aryl and alkenyl triflates with the new chiral ligand (R)-BITIANP
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The Heck reaction of dihydrofuran 3 with aryl triflates 4 and 6a-d and alkenyl triflate 8 in the presence of the chiral ligand (R)-BITIANP 1 provides the 2-substituted 2,3-dihydrofurans 5a, 7a-d and 9, respectively, with complete regioselectivity, high en
- Tietze, Lutz F.,Thede, Kai,Sannicolo, Franco
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p. 1811 - 1812
(2007/10/03)
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- Synthesis and evaluation of a new chiral ligand: 2-diphynlarsino-2'- diphenylphosphino-1,1'-binaphthyl (BINAPAs)
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Chiral 2-diphenylarsino-2'-diphenylphosphino-1,1'-binaphthyl (BINAPAs) was synthesized and found to be an effective ligand in an aryl triflate- using asymmetric Heck reaction.
- Cho, Suk Young,Shibasaki, Masakatsu
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p. 1773 - 1776
(2007/10/03)
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- Palladium-catalyzed asymmetric arylation of 2,3-dihydrofuran: 1,8-Bis(dimethylamino)naphthalene as an efficient base
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Reaction of 2,3-dihydrofuran with aryl triflate (1) in the presence of a base and a palladium catalyst, generated in situ from Pd(OAc)2 and (R)-BINAP, gave (R)-2-aryl-2,3-dihydrofuran (2) and a small amount of (S)-2-aryl-2,5-dihydrofuran (3). T
- Ozawa, Fumiyuki,Kubo, Akihiko,Hayashi, Tamio
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p. 1485 - 1488
(2007/10/02)
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