Crucial role of the conjugate base for silyl Lewis acid induced Mukaiyama aldol reactions

被引:37
作者
Hiraiwa, Y
Ishihara, K
Yamamoto, H
机构
[1] Univ Chicago, Dept Chem, Chicago, IL 60637 USA
[2] Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
关键词
Mukaiyama aldol reaction; reaction mechanism; silyl Lewis acid; conjugate base;
D O I
10.1002/ejoc.200500845
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The silyl Lewis acid induced Mukaiyama aldol reaction proceeds through each catalytic cycle under the influence of their conjugate bases; there is an especially significant difference between the low nucleophilic conjugate bases, -NTf2 and -CTf3, and the relatively high nucleophilic -OTf. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).
引用
收藏
页码:1837 / 1844
页数:8
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