ENANTIOPURE HYDROXYLACTONES FROM L-ASCORBIC AND D-ISOASCORBIC ACIDS .2. SYNTHESIS OF (-)-(5R, 6S)-6-ACETOXY-5-HEXADECANOLIDE AND ITS DIASTEREOMERS

Citation
C. Gravierpelletier et al., ENANTIOPURE HYDROXYLACTONES FROM L-ASCORBIC AND D-ISOASCORBIC ACIDS .2. SYNTHESIS OF (-)-(5R, 6S)-6-ACETOXY-5-HEXADECANOLIDE AND ITS DIASTEREOMERS, Tetrahedron, 51(6), 1995, pp. 1663-1674
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
51
Issue
6
Year of publication
1995
Pages
1663 - 1674
Database
ISI
SICI code
0040-4020(1995)51:6<1663:EHFLAD>2.0.ZU;2-C
Abstract
Strategies to enantiopure 6-hydroxy-delta-valerolactones, through bis- epoxide formal equivalents issued from L-ascorbic and D-isoascorbic ac ids, are studied. The approaches notably involve Mitsunobu reaction on diols or triols and opening of the resulting epoxides.