A new functionalized, chiral disulfide derived from L-cysteine:: (R,R)-bis[(3-benzyloxazolan-4-yl)-methane] disulfide as a catalyst in the diethylzinc addition to aldehydes

被引：55

作者：

Braga, AL ^{[1
]}

Appelt, HR

Schneider, PH

Silveira, CC

Wessjohann, LA

机构：

[1] Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil

[2] Univ Munich, Inst Organ Chem, D-80333 Munich, Germany

来源：

TETRAHEDRON-ASYMMETRY | 1999年 / 10卷 / 09期

关键词：

D O I：

10.1016/S0957-4166(99)00145-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new, easily accessible, chiral disulfide 3 was prepared from L-cysteine in a short synthetic sequence (Scheme 1) and applied successfully as a highly efficient catalyst for the enantioselective addition of diethyl zinc to aromatic and aliphatic aldehydes to afford the product alcohols in up to more than 99% ee. In contrast to the more common amino alcohols used in similar reactions, catalyst 3 does not have a protic hydrogen in the form of a free hydroxy group. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1733 / 1738

页数：6

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