4.4 Article

Stereoselective electrocatalytic transformation of arylidenemalononitriles and malononitrile into (1R,5S,6R)*-6-aryl-2-amino-4,4-dialkoxy-1,5-dicyano-3-azabicyclo[3.1.0]hex-2-enes

Journal

TETRAHEDRON
Volume 60, Issue 51, Pages 11743-11749

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2004.10.003

Keywords

electrolysis; stereoselectivity; electrocatalytic transformation; mediators; malononitrile; arylidenemalononitriles; bicyclic pyrrolines

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Electrolysis of arylidenemalononitriles and malononitrile in alcohols in an undivided cell in the presence of sodium bromide as mediator results in the stereoselective formation of (1R,2S,6R)*-6-aryl-2-amino-4,4-dialkoxy-1,5-dicyano-3-azabicyclo[3. 1.0]hex-2-enes in 60-80% yields. (C) 2004 Elsevier Ltd. All rights reserved.

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