STEREOSELECTIVE SYNTHESIS OF 2-DEOXY-ALPHA-D-ARABINO-HEXOPYRANOSIDES OF TRITERPENE ALCOHOLS

Authors
BALTINA LA FLEKHTER OB VASILEVA EV TOLSTIKOV GA
Citation
La. Baltina et al., STEREOSELECTIVE SYNTHESIS OF 2-DEOXY-ALPHA-D-ARABINO-HEXOPYRANOSIDES OF TRITERPENE ALCOHOLS, Russian chemical bulletin, 45(9), 1996, pp. 2222-2228
Citations number
28
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
45
Issue
9
Year of publication
1996
Pages
2222 - 2228
Database
ISI
SICI code
1066-5285(1996)45:9<2222:SSO2O>2.0.ZU;2-7
Abstract
2-Deoxy-2-iodo-alpha-D-mannopyranosides of triterpene alcohols of the oleanane series were synthesized in ca. 60% yields by glycosylation wi th readily accessible D-glucal triacetate in the presence of N-iodosuc cinimide as the promotor. Their deiodination by catalytic hydrogenatio n followed by deacetylation yielded 2-deoxy-alpha-D-arabino-hexopyrano sides of glycyrrhetic acid derivatives and allobetulin.