Asymmetric Henry reaction catalyzed by a chiral Cu(II) complex: a facile enantioselective synthesis of (S)-2-nitro-1-arylethanols

被引：32

作者：

Reddy, Basi V. Subba ^{[1
]}

Reddy, Sankham Madhusudana ^{[1
]}

Manisha, Swain ^{[1
]}

Madan, Chinnala ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON-ASYMMETRY | 2011年 / 22卷 / 05期

关键词：

THIOUREA BIFUNCTIONAL ORGANOCATALYST; ALPHA-HYDROXY ESTERS; NITROALDOL REACTION; BINOL COMPLEXES; EFFICIENT SYNTHESIS; KETO-ESTERS; (R)-TEMBAMIDE; KETOESTERS; REDUCTION; ALCOHOLS;

D O I：

10.1016/j.tetasy.2011.02.019

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A catalytic asymmetric Henry reaction has been developed using a novel chiral Cu(II) complex derived from (R)-2-(diphenylmethanol)-1-(2-pyridylmethyl)pyrrolidine and copper(II) acetate in ethanol under mild conditions. The corresponding chiral 2-nitro-1-arylethanol derivatives were obtained in high yields with moderate to good enantiomeric excess (up to 86% ee). The results indicate that the coordination of a metal atom to the nitrogen of the pyridine ring is essential in determining the stereochemistry of the process. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：530 / 535

页数：6

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