CHELATE-CONTROLLED DIASTEREOSELECTIVE ADDITION TO ALPHA-BETA-EPOXY ALDEHYDES

被引：23

作者：

IPAKTSCHI, J

HEYDARI, A

KALINOWSKI, HO

机构：

[1] Institut Für Organische Chemie, Universität Gießen, Gießen, D-35392

来源：

CHEMISCHE BERICHTE | 1994年 / 127卷 / 05期

关键词：

ALLYLTRIBUTYLSTANNANE; TRIMETHYLSILYL CYANIDE; ALPHA; BETA-EPOXY ALDEHYDES; CHELATION-CONTROLLED ADDITION; DIASTEREOSELECTIVITY;

D O I：

10.1002/cber.19941270519

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

LiClO4-mediated reaction of trans-substituted alpha,beta-epoxy aldehydes 1 with allyltributyltin (2) or trimethylsilyl cyanide provides a general method for the synthesis of the corresponding syn-alcohols 3 with high selectivity. In the case of cis-substituted alpha,beta-epoxy aldehydes the selectivity depends on the size of the substituents.

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收藏

页码：905 / 909

页数：5

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