5633-64-7Relevant academic research and scientific papers
Synthesis of Enantioenriched α,α-Difluoro-β-arylbutanoic Esters by Pd-Catalyzed Asymmetric Hydrogenation
Dong, Kaiwu,Feng, Sitian,Shen, Chaoren,Tang, Yitian,Yang, Chenjue
, p. 7508 - 7512 (2020/10/09)
Synthesis of optically active gem-difluorinated organic molecules attracts a great deal of interest due to their unique properties in pharmaceutical and agrochemical areas. Herein, a series of enantioenriched α,α-difluoro-β-arylbutanoic esters were prepar
Oxidative esterification of alcohols and aldehydes using supported iron oxide nanoparticle catalysts
Rajabi, Fatemeh,Arancon, Rick A.D.,Luque, Rafael
, p. 101 - 103 (2015/02/19)
The synthesis of esters has become an important industrial methodology over the past years because of the role that they serve in the chemical industry. In this study, we present the use of a novel catalyst for the direct conversion of aldehydes into esters. The yields obtained using supported iron oxide nanoparticle catalysts (FeNP) are very high (>90%). The catalyst is also shown to be very stable as shown by the recyclability study (up to 11 times).
Hypervalent iodine(III)-Mediated oxidative decarboxylation of β,γ-unsaturated carboxylic acids
Kiyokawa, Kensuke,Yahata, Shunsuke,Kojima, Takumi,Minakata, Satoshi
supporting information, p. 4646 - 4649 (2015/01/09)
A novel oxidative decarboxylation of β,γ-unsaturated carboxylic acids mediated by hypervalent iodine(III) reagents is described. The decarboxylative C-O bond forming reaction proceeded in the presence of PhI(OAc)2 to give the corresponding allylic acetates. In addition, decarboxylative C-N bond formation was achieved by utilizing hypervalent iodine(III) reagents containing an I-N bond. Mechanistic studies suggest the unique reactivity of hypervalent iodine reagents in this ionic oxidative decarboxylation.
Tandem Blaise/retro-Blaise reaction for the nitrile-mediated regioselective intermolecular addition of unstabilized zinc ester enolates (Reformatsky Reagents) to 1-alkynes and 1,3-enynes
Kim, Ju Hyun,Chun, Yu Sung,Lee, Sang-Gi
, p. 11483 - 11493 (2013/12/04)
We report the novel use of a nitrile as a mediator to achieve the regioselective intermolecular addition of unstabilized zinc ester enolates (Reformatsky reagents) to 1-alkynes and 1,3-enynes. This reaction is made possible by a reversible addition of enolates to a nitrile (Blaise reaction), generating a zinc aza-enolate that, unlike zinc ester enolates, can add intermolecularly to 1-alkynes and 1,3-enynes. Subsequent removal of the nitrile through a retro-Blaise reaction generates the targeted addition product. This method is combined with a Diels-Alder reaction and subsequent oxidative aromatization, providing a tandem one-pot de novo construction of α-arylated alkanoates from Reformatsky reagents.
γ-Selective directed catalytic asymmetric hydroboration of 1,1-disubstituted alkenes
Smith, Sean M.,Hoang, Gia L.,Pal, Rhitankar,Khaled, Mohammad O. Bani,Pelter, Liberty S. W.,Zeng, Xiao Cheng,Takacs, James M.
supporting information, p. 12180 - 12182 (2013/01/16)
Directed catalytic asymmetric hydroborations of 1,1-disubstituted alkenes afford γ-dioxaborato amides and esters in high enantiomeric purity (90-95% ee). The Royal Society of Chemistry 2012..
A novel ketone olefination via organozinc reagents in the presence of diphenyl phosphite
Cui, Hua,Li, Ying,Zhang, Songlin
supporting information, p. 2862 - 2869 (2012/11/07)
Carbonyl compounds react with organozinc reagents in the presence of diphenyl phosphite to give the corresponding olefins. A variety of 1,3-dienes and unsaturated esters were obtained in moderate to excellent yields under mild conditions. The Royal Society of Chemistry 2012.
Reactions of CF3-substituted boranes with α-diazocarbonyl compounds
Elkin, Pavel K.,Levin, Vitalij V.,Dilman, Alexander D.,Struchkova, Marina I.,Belyakov, Pavel A.,Arkhipov, Dmitry E.,Korlyukov, Alexander A.,Tartakovsky, Vladimir A.
, p. 5259 - 5263 (2011/10/31)
Boranes substituted with a CF3-group can be generated from methyl boronic esters RB(OMe)2 and Me3SiCF3/KF followed by treatment with Me3SiCl. These boranes are stable only in coordinating solvents, and due to the increased Lewis acidity of boron, react rapidly with α-diazocarbonyl compounds to give the products of transfer of the organic group from boron. Alkyl, aryl, vinyl, and alkynyl boronic esters can be used in this reaction.
Microwave Accelerated Wittig Reactions of Stabilized Phosphorus Ylides with Ketones under Solvent-Free Conditions
Spinella, Aldo,Fortunati, Tancredi,Soriente, Annunziata
, p. 93 - 94 (2007/10/03)
Microwave irradiation accelerates some difficult Wittig reactions of stable phosphorus ylides (e.g. 1) with ketones. Irradiation in a domestic microwave oven of the mixture of reactants, in absence of solvents, allowed to obtain, in shorter times, an impr
Selective formation of alkenes from trimethylsilylmethyl ketones and from acylsilanes
Fuerstner, Alois,Kollegger, Gerlinde,Weidmann, Hans
, p. 295 - 305 (2007/10/02)
Trimethylsilylmethyl ketones, readily available from acyl chlorides, undergo a Reformatsky-Peterson reaction sequence to give 3-alkenoates regioselectively.Acylsilanes, however, react with either zinc ester enolates or trimethylsilylmethylmagnesium chloride to give the corresponding tertiary alcohols which, depending on their structure, spontaneously undergo either elimination or a Brook rearrangement-Peterson olefination sequence.These reactions allow the selective formation of vinylsilanes.
Reactions of Arylazoxy Aryl Sulfones with α,β-Unsaturated Esters and Nitriles in the Presence of a Palladium(0) Catalyst
Kamigata, Nobumasa,Satoh, Mayumi,Fukushima, Takamasa
, p. 2118 - 2120 (2007/10/02)
The reactions of arylazoxy aryl sulfones (1) with α,β-unsaturated esters and nitriles in the presence of a palladium(0) catalyst were found to give aryl-substituted esters and nitriles in good yield.
