Highly E-selective synthesis of α,β-unsaturated amides from N-2-methoxyphenyl aldimines via lithium ynolates

被引：24

作者：

Shindo, M ^{[1
]}

Oya, S ^{[1
]}

Murakami, R ^{[1
]}

Sato, Y ^{[1
]}

Shishido, K ^{[1
]}

机构：

[1] Univ Tokushima, Dept Med Resources, Tokushima 7708505, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 31期

关键词：

ynolates; imines; olefination; amides;

D O I：

10.1016/S0040-4039(00)00986-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lithium ynolates reacted with N-2-methoxyphenyl (OMP) aldimines to afford alpha,beta-unsaturated amides in excellent E-selectivity via a retro-Mannich reaction of the 2:1 adducts (beta-lactams), followed by cleavage of the beta-lactam enolates. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：5947 / 5950

页数：4

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