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.
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页码：3509 / 3512
页数：4
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