A useful α,α′-annulation reaction of enamines

被引:32
作者
Frontier, AJ
Danishefsky, SJ
Koppel, GA
Meng, DF
机构
[1] Columbia Univ, Dept Chem, New York, NY 10027 USA
[2] Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10021 USA
[3] Butler Univ, Dept Chem, Indianapolis, IN 46208 USA
关键词
addition reactions; annulation; cyclisation;
D O I
10.1016/S0040-4020(98)00788-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of a series of enamines generated from a range of cyclic ketones with chloromethyl and iodomethyl vinyl ketone have been studied. The principal products are bridged ring diketones. The four carbon bridge, bearing a 2-oxobutyl function, spans the alpha and alpha' carbons of the original cyclanone. Presumptive evidence as to the pathway of this novel one step bridging annulation is provided. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:12721 / 12736
页数:16
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