Sterically modified chiral (salen)Cr(III) complexes - Efficient catalysts for the oxo-Diels-Alder reaction between glyoxylates and cyclohexa-1,3-diene

被引：9

作者：

Chaladaj, Wojciech

Kwiatkowski, Piotr

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：

SYNLETT | 2006年 / 19期

关键词：

asymmetric catalysis; glyoxylates; hetero-Diels-Alder reaction; salen-chromium complexes;

D O I：

10.1055/s-2006-951535

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A group of chiral [(salen)Cr(III)]+BF4- Complexes, with enhanced steric hindrance in 3,3'-positions of salicylidene moiety, has been synthesized and applied for the oxo-Diels-Alder reaction of alkyl glyoxylates with cyclohexa-1,3-diene. A readily accessible complex that bears bulky adamanthyl substiments revealed its potential, leading to the cycloadducts with excellent selectivity (up to endo/exo 99:1, 98% ee), considerably better than the classic Jacobsen catalyst.

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页码：3263 / 3266

页数：4

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