4.4 Article

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

Journal

TETRAHEDRON LETTERS
Volume 46, Issue 37, Pages 6389-6393

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.05.101

Keywords

electrolysis; stereoselectivity; electrocatalytic transformation; mediators; malonate; arylidenemalononitriles; bicyclic pyrrolidones

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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.

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