STEREOSELECTIVITY CONTROL IN ANOMERIC O-ALKYLATION - APPLICATION TO THE SYNTHESIS OF C-2 SYMMETRICAL GLYCOCONJUGATES

Authors
LUBINEAU A ESCHER S ALAIS J BONNAFFE D
Citation
A. Lubineau et al., STEREOSELECTIVITY CONTROL IN ANOMERIC O-ALKYLATION - APPLICATION TO THE SYNTHESIS OF C-2 SYMMETRICAL GLYCOCONJUGATES, Tetrahedron letters, 38(23), 1997, pp. 4087-4090
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
23
Year of publication
1997
Pages
4087 - 4090
Database
ISI
SICI code
0040-4039(1997)38:23<4087:SCIAO->2.0.ZU;2-Q
Abstract
Tetrabutylammonium sits strongly influence the stereoselectivity of O- anomeric alkylation and allows to shift from beta to alpha selectivity . Allyl glucosaminide 7 prepared in this way, was used to synthesize t he new type of C-2 symmetric neoglycoconjugates 1a-c. (C) 1997 Elsevie r Science Ltd.