MERCURATION-REDUCTIVE DEMERCURATION OF GLYCALS - A MILD AND CONVENIENT ENTRY TO 2-DEOXY-SUGARS

Authors
BETTELLI E CHERUBINI P DANDREA P PASSACANTILLI P PIANCATELLI G
Citation
E. Bettelli et al., MERCURATION-REDUCTIVE DEMERCURATION OF GLYCALS - A MILD AND CONVENIENT ENTRY TO 2-DEOXY-SUGARS, Tetrahedron, 54(22), 1998, pp. 6011-6018
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
22
Year of publication
1998
Pages
6011 - 6018
Database
ISI
SICI code
0040-4020(1998)54:22<6011:MDOG-A>2.0.ZU;2-S
Abstract
Protected glycals, derived from mono-, di-and tri-saccharides, were ea sily and efficiently converted into the corresponding 2-deoxy-sugars, by reaction with mercuric(II) acetate/sodium borohydride in a polar so lvent at 0 degrees C. The mild and non acidic reaction conditions perm it the survival of acid-labile groups, such as silyl ethers. (C) 1998 Elsevier Science Ltd. All rights reserved.