95614-86-1Relevant articles and documents
Asymmetric hydrogenation reactions using a practical in situ generation of chiral ruthenium-diphosphine catalysts from anhydrous RuCl3
Madec,Pfister,Phansavath,Ratovelomanana-Vidal,Genêt
, p. 2563 - 2568 (2001)
A very simple in situ preparation of chiral ruthenium-diphosphine catalyst from anhydrous RuCl3 is reported. Prochiral C = O and C = C bonds have been reduced with high enantioselectivities via ruthenium-catalyzed hydrogenation.
Highly enantioselective double reduction of phenylglyoxal to (R)-1-phenyl-1,2-ethanediol by one NADPH-dependent yeast carbonyl reductase with a broad substrate profile
Li, Zhe,Liu, Weidong,Chen, Xi,Jia, Shiru,Wu, Qiaqiang,Zhu, Dunming,Ma, Yanhe
, p. 3561 - 3564 (2013/04/24)
The activity and enantioselectivity of a carbonyl reductase from Pichia pastoris GS115 were evaluated with a series of carbonyl compounds including aryl aldehydes, ketones, α- and β-ketoesters. This recombinant enzyme possessed a broad substrate profile with the ability of reducing both aldehydes and ketones. Especially, the enzyme catalyzed the double reduction of phenylglyoxal to (R)-1-phenyl-1,2-ethanediol with 99% yield and 99% ee by coupling with d-glucose dehydrogenase for the regeneration of cofactor NADPH, representing the first example of effective reduction of both aldehyde and ketone functional groups in one molecule by using only one enzyme. Furthermore, this study provides valuable information for guiding the future application of this versatile biocatalyst.
Bisoxazolidine-catalyzed enantioselective reformatsky reaction
Wolf, Christian,Moskowitz, Max
supporting information; experimental part, p. 6372 - 6376 (2011/10/02)
A readily available chiral bisoxazolidine catalyzes the asymmetric Reformatsky reaction between ethyl iodoacetate and aldehydes. In the presence of 10 mol % of the ligand, dimethylzinc, and air, this method produces ethyl 3-hydroxy-3-(4-aryl)propanoates in high yields and in 75 to 80% ee at room temperature within 1 h. In contrast to aromatic substrates, relatively low ee's are obtained with aliphatic aldehydes.