Enantioselective glyoxylate-ene reactions catalysed by (salen)chromium(III) complexes

被引：18

作者：

Chaladaj, Wojciech

Kwiatkowski, Piotr

Majer, Jakub

Jurczak, Janusz

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 | 2007年 / 48卷 / 13期

关键词：

D O I：

10.1016/j.tetlet.2007.01.104

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantio selective carbonyl-ene reaction of alkyl glyoxylates with various 1,1-disubstituted olefins, catalysed by chiral (salen)Cr(III)BF4 complexes, has been studied. We found that a chromium complex bearing adamantyl substituents at the 3,3'-positions of the salicylidene moiety catalysed the reaction with much greater selectively than the classic Jacobsen-type catalyst. The reaction proceeded effectively under undemanding conditions in the presence of 2 mol % of the catalyst in an acceptable yield and with 59-92% ee. (c) 2007 Elsevier Ltd. All rights reserved.

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页码：2405 / 2408

页数：4

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