APPLICATION OF THE OXA-DI-PI-METHANE PHOTOISOMERIZATION IN THE REARRANGEMENT OF CARBOCYCLES POSSESSING BRIDGEHEAD UNSATURATION

Authors
CORBETT RM LEE CS SULIKOWSKI MM REIBENSPIES J SULIKOWSKI GA
Citation
Rm. Corbett et al., APPLICATION OF THE OXA-DI-PI-METHANE PHOTOISOMERIZATION IN THE REARRANGEMENT OF CARBOCYCLES POSSESSING BRIDGEHEAD UNSATURATION, Tetrahedron, 53(32), 1997, pp. 11099-11108
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
32
Year of publication
1997
Pages
11099 - 11108
Database
ISI
SICI code
0040-4020(1997)53:32<11099:AOTOPI>2.0.ZU;2-7
Abstract
Studies directed toward an application of the oxa-di-pi-methane (ODPM) photoisomerization to convert a bicyclo[4.4.1] undecene (i) to a bicy clo[5.3.1]undecene (3) are described. This transformation, which is eq uivalent to a 1,2-acyl shift, could find utility in the synthesis of b ioactive natural products possessing bridgehead unsaturation. (C) 1997 Elsevier Science Ltd.