A NEW MODE OF REACTIVITY OF N-METHOXY-N-METHYLAMIDES WITH STRONGLY BASIC REAGENTS

被引：82

作者：

GRAHAM, SL

SCHOLZ, TH

机构：

[1] Department of Medicinal Chemistry Merck Sharp, Dohme Research Laboratories West Point

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 44期

关键词：

D O I：

10.1016/S0040-4039(00)97039-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In applying N-methoxy-N-methylamides as acylating agents for carbanions, an unusual mode of reactivity was discovered. In particular, competitive transfer of a hydroxymethyl group was observed. The mechanism of this reaction is described, and involves a base induced E2 elimination of the N-methoxy-N-methylamide generating formaldehyde and the corresponding N-methylamide anion. © 1990.

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页码：6269 / 6272

页数：4

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