Synthesis of optically active aldol derivatives through chirality transfer type 1,2-Wittig rearrangement of α-alkoxycarboxamides

被引:16
作者
Kitagawa, O
Momose, S
Yamada, Y
Shiro, M
Taguchi, T
机构
[1] Tokyo Univ Pharm & Life Sci, Hachioji, Tokyo 1920392, Japan
[2] Rigaku Corp, Akishima, Tokyo 1968666, Japan
关键词
hydroxy acids and derivatives; asymmetric reaction; Wittig rearrangement; aldols;
D O I
10.1016/S0040-4039(01)00868-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of chiral alpha -benzyloxy- or alpha -propargyloxycarboxamide with tert-BuLi gave beta -hydroxycarboxamides (aldol derivatives) in high optical purity through the formation of alpha -lithiated ethers and the subsquent 1,2-Wittig rearrangement. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4865 / 4868
页数:4
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