MILD HALOGENATION OF STABILIZED ESTER ENOLATES BY CUPRIC HALIDES

Authors
SHI XX DAI LX
Citation
Xx. Shi et Lx. Dai, MILD HALOGENATION OF STABILIZED ESTER ENOLATES BY CUPRIC HALIDES, Journal of organic chemistry, 58(17), 1993, pp. 4596-4598
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
58
Issue
17
Year of publication
1993
Pages
4596 - 4598
Database
ISI
SICI code
0022-3263(1993)58:17<4596:MHOSEE>2.0.ZU;2-F
Abstract
The reactions of various stabilized ester enolates of 2-keto, 2-(alkox ycarbonyl), 2-phosphoryl, and 2-(benzenesulfonyl) esters with cupric c hloride or cupric bromide have been examined. The reactions lead to 2- halo esters in good to excellent yields under mild condition. Enolates which contain an unsaturated functionality such as a double bond, a t riple bond, or an allylic or a benzylic moiety react with high chemose lectivity.