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

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 29期

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.

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页码：4865 / 4868

页数：4

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