SYNTHESIS OF FUNCTIONALIZED RING-A BUILDING-BLOCKS FOR TAXOIDS

Citation
Mw. Tjepkema et al., SYNTHESIS OF FUNCTIONALIZED RING-A BUILDING-BLOCKS FOR TAXOIDS, Tetrahedron letters, 36(34), 1995, pp. 6039-6042
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
36
Issue
34
Year of publication
1995
Pages
6039 - 6042
Database
ISI
SICI code
0040-4039(1995)36:34<6039:SOFRBF>2.0.ZU;2-T
Abstract
The synthesis of a series of oxygenated cyclohexenes 1, 2, 11, 14, 18, and 19 that possess suitable functionality for further elaboration fo r taxoid synthesis is described. These compounds have been prepared fr om beta-ionone by a series of oxidative and addition reactions or alte rnatively by a Lewis acid catalyzed intermolecular Diels-Alder reactio n in which the A-ring is constructed directly.