Double deprotonation of acetylenic oxiranes: Synthesis of allenic ketones through dilithio ynenolates

被引：18

作者：

Denichoux, A ^{[1
]}

Ferreira, F ^{[1
]}

Chemla, F ^{[1
]}

机构：

[1] Univ Paris 06, UMR 7611, Chim Organ Lab, F-75252 Paris 05, France

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 20期

关键词：

D O I：

10.1021/ol048630j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The double deprotonation of acetylenic oxiranes gives allenic ketones through the 1,2-H or 1,2-Ar shift on the transient oxiranyl dianion intermediates. The resulting dilithium ynenolates give allenic ketones upon hydrolysis or can be quenched with various electrophiles.

引用

页码：3509 / 3512

页数：4

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