ENANTIOSELECTIVE SYNTHESIS OF (-GONIODIOL AND OF ITS NATURALLY-OCCURRING ACETYLATED ANALOGS())

Citation
Jp. Surivet et al., ENANTIOSELECTIVE SYNTHESIS OF (-GONIODIOL AND OF ITS NATURALLY-OCCURRING ACETYLATED ANALOGS()), Tetrahedron, 52(47), 1996, pp. 14877-14890
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
52
Issue
47
Year of publication
1996
Pages
14877 - 14890
Database
ISI
SICI code
0040-4020(1996)52:47<14877:ESO(AO>2.0.ZU;2-I
Abstract
A novel route to enantioenriched (+)-goniodiol and its natural acetyla ted derivatives, potent cytotoxic compounds, is described. The main fe atures of this synthesis are transfer of the asymmetric information of the scalemic allenic alcohol 5 to the alpha- and beta- carbons throug h highly diastereoselective reactions and introduction of the alpha,be ta-unsaturated lactone moiety by the Ghosez' methodology. Copyright (C ) 1996 Elsevier Science Ltd