Chiral ligand derived from (1S,2R)-norephedrine as a catalyst for enantioselective prochiral ketone reduction

被引：6

作者：

Balakrishnan, Umesh ^{[1
]}

Ananthi, Nallamuthu ^{[1
]}

Velmathi, Sivan ^{[1
]}

机构：

[1] Natl Inst Technol, Dept Chem, Organ & Polymer Synth Lab, Tiruchirappalli 620015, Tamil Nadu, India

来源：

TETRAHEDRON-ASYMMETRY | 2009年 / 20卷 / 10期

关键词：

OXAZABOROLIDINE-BORANE REDUCTION; ASYMMETRIC REDUCTION; AMINO-ALCOHOLS; ACETOPHENONE; (S)-(-)-2-AMINO-3-METHYL-1,1-DIPHENYLBUTAN-1-OL; ENANTIOMER; ALDEHYDES; EPHEDRINE;

D O I：

10.1016/j.tetasy.2009.03.029

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Chiral oxazaborolidines derived from (1S,2R)-(+)-norephedrine and substituted salicylaldehydes were employed in the asymmetric reduction of prochiral ketones using borane dimethyl sulfide as a reducing agent. The secondary alcohols were formed in excellent yields (45-99.8%) with enantioselectivities up to 99.8%. The effect of the substitution in the aromatic ring of the ligand was discussed with the enantioselectivity of the product. (C) 2009 Elsevier Ltd. All rights reserved.

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页码：1150 / 1153

页数：4

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