Selective formation of beta-D-glucosides of hindered alcohols

Authors
Desmares, G Lefebvre, D Renevret, G Le Drian, C
Citation
G. Desmares et al., Selective formation of beta-D-glucosides of hindered alcohols, HELV CHIM A, 84(4), 2001, pp. 880-889
Citations number
59
Categorie Soggetti
Chemistry & Analysis",Chemistry
Journal title
HELVETICA CHIMICA ACTA
ISSN journal
0018019X → ACNP
Volume
84
Issue
4
Year of publication
2001
Pages
880 - 889
Database
ISI
SICI code
0018-019X(2001)84:4<880:SFOBOH>2.0.ZU;2-1
Abstract
Alternative conditions for the classical glycosidation method of Koenigs-Kn orr allowed us to prepare selectively beta -D-glucosides of several hindere d alcohols in good yields in a weakly acidic to almost neutral medium. To i llustrate the versatility of our conditions, we prepared the beta -D-glucos ide of an acid-sensitive aglycone, a key-intermediate for the total synthes is of a natural cyanoglucoside, bauhinin.