NOVEL TANDEM REACTIONS TO TAXANE A,B-RING SYSTEMS

Citation
R. Jansen et al., NOVEL TANDEM REACTIONS TO TAXANE A,B-RING SYSTEMS, Tetrahedron, 51(33), 1995, pp. 8997-9004
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
51
Issue
33
Year of publication
1995
Pages
8997 - 9004
Database
ISI
SICI code
0040-4020(1995)51:33<8997:NTRTTA>2.0.ZU;2-I
Abstract
A novel ring enlargement methodology and its application to taxane A,B -ring synthesis is introduced In a one pot-procedure an elimination-ep oxidation sequence starting from 5 leads to molecules of type 6 which can be transformed into tarane A,B-ring systems via a tandem reaction. A retroaldol-epoxidation sequence starting from 15 yields taxane A,B- ring systems suitably functionalized for Diels-Alder reactions.