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 [有机化学]; 081704 [应用化学];

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

页码：6389 / 6393

页数：5

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