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
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
收藏
页码:4323 / 4326
页数:4
相关论文
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