A STEREOCONTROLLED RADICAL ACCESS TO C-ALLYL BETA-D-GLYCOPYRANOSIDES FROM GLYCOPYRANOSYLIDENE DIHALIDES FOUND EN-ROUTE TO C-GLYCODIENES

Authors
PRALY JP CHEN GR GOLA J HETZER G RAPHOZ C
Citation
Jp. Praly et al., A STEREOCONTROLLED RADICAL ACCESS TO C-ALLYL BETA-D-GLYCOPYRANOSIDES FROM GLYCOPYRANOSYLIDENE DIHALIDES FOUND EN-ROUTE TO C-GLYCODIENES, Tetrahedron letters, 38(47), 1997, pp. 8185-8188
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
47
Year of publication
1997
Pages
8185 - 8188
Database
ISI
SICI code
0040-4039(1997)38:47<8185:ASRATC>2.0.ZU;2-T
Abstract
Application of the Keck reaction to peracetylated glycopyranosylidene dihalides under mild conditions led efficiently to chloro C-allyl glyc osides which were converted to either the corresponding C-allyl beta-D -glycosides or C-D-glycodienes on treatment with, respectively, tri-n- butyltin hydride and DBU. (C) 1997 Elsevier Science Ltd.