An unprecedented stereoselective [2+2] cycloreversion of cyclobutanonesElectronic supplementary information (ESI) available: Experimental procedures, characterization of new compounds and spectra. See DOI: 10.1039/c0cc02694h

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 (4 Z ,6 E )-configured trienones, while endo -substituted phenyl...

Full description

Saved in:
Bibliographic Details
Main Authors Ji, Xiufang, Wang, Quanrui, Goeke, Andreas
Format Journal Article
LanguageEnglish
Published 17.11.2009
Online AccessGet full text

Cover

More Information
Summary: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 (4 Z ,6 E )-configured trienones, while endo -substituted phenyl derivatives generate (4 Z ,6 Z )-configured dienones. A highly stereoselective metathetic cycloreversion of 7-vinyl and aryl bicyclo[3.2.0]hept-2-en-6-ones giving rise to linear polyene ketones is firstly described.
Bibliography:10.1039/c0cc02694h
Electronic supplementary information (ESI) available: Experimental procedures, characterization of new compounds and spectra. See DOI
ISSN:1359-7345
1364-548X
DOI:10.1039/c0cc02694h