Stereoselective electrocatalytic transformation of arylidene- or alkylidenemalononitriles and malonate into alkyl (1R,5R,6R)*6-substituted 5-cyano-4,4-dialkoxy-2-oxo-3-azabicyclo[3.1.0]hexane-1-carboxylates

被引：39
作者：
Elinson, MN
Feducovich, SK
Starikova, ZA
Vereshchagin, AN
Gorbunov, SV
Nikishin, GI
机构：
[1] ND Zelinskii Inst Organ Chem, Moscow 119991, Russia
[2] AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
来源：
TETRAHEDRON LETTERS | 2005年 / 46卷 / 37期
基金：
俄罗斯基础研究基金会;
关键词：
electrolysis; stereoselectivity; electrocatalytic transformation; mediators; malonate; arylidenemalononitriles; bicyclic pyrrolidones;
D O I：
10.1016/j.tetlet.2005.05.101
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Electrolysis of arylidene- or alkylidenemalononitriles and malonate in alcohol in an undivided cell in the presence of sodium halide as mediator results in the stereoselective formation of alkyl (IR,5R,6R)* 6-substituted 5-cyano-4,4-dialkoxy-2oxo-3-azabicyclo[3.1.0]hexan-1-carboxylates in 50-70% yields. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6389 / 6393
页数：5
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