New method for activation of aldimines in cycloaddition of lithium ynolates with N-2-methoxyphenyl imines leading to β-lactams

被引：18

作者：

Shindo, M ^{[1
]}

Oya, S ^{[1
]}

Murakami, R ^{[1
]}

Sato, Y ^{[1
]}

Shishido, K ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 31期

关键词：

ynolates; imines; azetidinones; chelation;

D O I：

10.1016/S0040-4039(00)00984-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cycloaddition of the N-2-methoxyphenyl aldimines with lithium ynolates was efficiently accelerated via chelation to give beta-lactam enolates, which immediately reacted with one more equivalent of the imine to give beta-lactams (2:1 adducts) in good yields, while N-4-methoxyphenyl imines were inert towards lithium ynolates. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：5943 / 5946

页数：4

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