Enantioselective allylation of alkyl glyoxylates catalyzed by (salen)chromium(III) complexes

被引：12

作者：

Kwiatkowski, P

Chaladaj, W

Jurczak, J

机构：

[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland

[2] Warsaw Univ, Dept Chem, PL-02093 Warsaw, Poland

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 28期

关键词：

asymmetric catalysis; allylstannane; carbonyl-addition reaction; chromium; glyoxylate; homoallylic alcohols; salen;

D O I：

10.1016/j.tetlet.2004.05.088

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The enantioselective addition of allylstannanes and allylsilanes to alkyl glyoxylates of type 1, catalyzed by chiral (salen)Cr(III) complexes 3. has been studied. We have found that the reaction proceeded smoothly for low loading (1-2mol%) of' (1R,2R)-(salen)Cr(III)BF4 3a or (1R,2R)-(salen)Cr(III)ClO4 3c, and allyltributyltin under simple, undemanding conditions, affording (R)-2-hydroxypent-4-enoic acid esters 2 in good yield (61-90%) and enantioselectivity (58-76,% ee). (C) 2004 Elsevier Ltd. All rights reserved.

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页码：5343 / 5346

页数：4

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