A VERSATILE APPROACH TOWARDS ENANTIOPURE ALPHA-METHYL BETA-HYDROXY KETONES - APPLICATION TO THE SYNTHESIS OF (4R,5S) SITOPHILURE AND OF ITSSTEREOISOMERS

Authors
DELAS C SZYMONIAK J THERY N MOISE C
Citation
C. Delas et al., A VERSATILE APPROACH TOWARDS ENANTIOPURE ALPHA-METHYL BETA-HYDROXY KETONES - APPLICATION TO THE SYNTHESIS OF (4R,5S) SITOPHILURE AND OF ITSSTEREOISOMERS, Synthetic communications, 28(14), 1998, pp. 2613-2620
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
28
Issue
14
Year of publication
1998
Pages
2613 - 2620
Database
ISI
SICI code
0039-7911(1998)28:14<2613:AVATEA>2.0.ZU;2-J
Abstract
Rice weevil pheromone sitophilure ((4R,5S)-5-hydroxy-4-methyl-3-heptan one) and its three diastereomers were synthesized in three steps, star ting from 3-(trimethylsilyloxy)-1,3-pentadiene and propionaldehyde. Ot her optically active alpha-methyl beta-hydroxy ketones can also be syn thesized by the reported procedure.