METAL VERSUS SILYL TRIFLATE CATALYSIS IN THE MUKAIYAMA ALDOL ADDITION-REACTION

被引：109

作者：

CARREIRA, EM

SINGER, RA

机构：

[1] Division of Chemistry, Chemical Engineering California Institute of Technology Pasadena

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 25期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(00)73344-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mechanistic study of the Mukaiyama aldol addition reaction employing benzaldehyde and hydrocinnamaldehyde along with a selection of Lewis acids including BF3.OEt(2), LiClO4, Yb(OTf)(3), Sn(OTf)(2), and Zn(OTf)(2) is presented. The results of experiments conducted with doubly-labeled silyl ketene acetals implicate a Lewis acidic silicon species and not the metals as the catalyst in the Mukaiyama aldol addition reaction.

引用

页码：4323 / 4326

页数：4

共 5 条

[1] KETEN SILYL ACETAL CHEMISTRY .1. SIMPLE SYNTHESIS OF METHYL JASMONATE AND RELATED-COMPOUNDS BY UTILIZING KETEN METHYL DIMETHYL-T-BUTYLSILYL ACETAL [J].