HIGH-PRECISION ASYMMETRIC-SYNTHESIS OF STEGOBIOL AND STEGOBINONE VIA BORONIC ESTERS

Authors
MATTESON DS MAN HW
Citation
Ds. Matteson et Hw. Man, HIGH-PRECISION ASYMMETRIC-SYNTHESIS OF STEGOBIOL AND STEGOBINONE VIA BORONIC ESTERS, Journal of organic chemistry, 58(24), 1993, pp. 6545-6547
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
58
Issue
24
Year of publication
1993
Pages
6545 - 6547
Database
ISI
SICI code
0022-3263(1993)58:24<6545:HAOSAS>2.0.ZU;2-L
Abstract
Highly stereoselective boronic ester chemistry has been used to synthe size the drugstore beetle pheromones stegobiol and stegobinone. The co nvergent route utilizes a single intermediate containing all of the st ereogenic centers for both segments of the pheromones, requires only o ne chromatographic separation, and is the first synthesis to provide p ure, crystalline samples.