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An unprecedented stereoselective [2+2] cycloreversion of cyclobutanones†
Xiufang Ji,Quanrui Wang,Andreas Goeke
Chemical Communications Pub Date : 10/20/2010 00:00:00 , DOI:10.1039/C0CC02694H
Abstract

A one-pot metathetic ring opening of substituted bicyclo[3.2.0]heptenones to linear polyene ketones is described. The reaction proceeds with conservation of the endocyclic (Z)-double bond. Exo-substituted vinylcyclobutanones result in (4Z,6E)-configured trienones, while endo-substituted phenyl derivatives generate (4Z,6Z)-configured dienones.

Graphical abstract: An unprecedented stereoselective [2+2] cycloreversion of cyclobutanones
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