Vishwakarma Singh, G. Praveena, S. Mobin
May 3, 2004
Citations
0
Influential Citations
3
Citations
Journal
Tetrahedron
Abstract
Abstract A novel one step regio- and stereoselective synthesis of functionalised bicyclo[2.2.2]octenones from readily available aromatic precursors is described. The methodology involved in situ generation of reactive spiroepoxycyclohexadienones and π 4s +π 2s cycloaddition with methyl vinyl ketone. Study on π-facial alkylation that led to the formation of homobrendane derivatives as a result of stereochemical inversion and aldol condensation in tandem, is also presented. The crystal structure of 6-acetyl-1-methoxy-bicyclo[2.2.2]oct-7-en-2-one-spiro[3,2′]oxirane and 3-methoxy-4,6,9-trimethyltricyclo[4.3.1.0 3,7 ]decan-8-en-5-one-spiro[2,2′]oxirane is also reported.