An unprecedented stereoselective [2+2] cycloreversion of cyclobutanones

An unprecedented stereoselective [2+2] cycloreversion of cyclobutanones

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 deriv...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2010-12, Vol.46 (46), p.8845-8847
Hauptverfasser: Ji, Xiufang, Wang, Quanrui, Goeke, Andreas
Format: Artikel
Sprache:eng
Schlagworte:
Cyclization
Cyclobutanes - chemical synthesis
Cyclobutanes - chemistry
Ketones - chemistry
Molecular Structure
Stereoisomerism
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c0cc02694h