Alkylation of ketone and ester lithium enolates with nitroethylene

被引:8
|
作者
Flintoft, RJ [1 ]
Buzby, JC [1 ]
Tucker, JA [1 ]
机构
[1] Pharmacia & Upjohn Inc, Med Chem Res, Kalamazoo, MI 49001 USA
关键词
D O I
10.1016/S0040-4039(99)00814-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nitroethylene is a "+CH2CH2NH2" and "+CH2CHO" synthon which has not been widely used in conjugate addition reactions, due in part to its reputation for facile anionic polymerization. In the present report, we describe the first systematic study of the scope and limitations of the conjugate addition of ketone and ester enolates to nitroethylene. Synthetically useful yields are obtained for ketone and ester enolates of a variety of structural types. (C) 1999 Elsevier Science Ltd. All rights reserved.
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页码:4485 / 4488
页数:4
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