AN ALPHA-SELECTIVE GLYCOSYLATION VIA DECARBOXYLATION OF MIXED CARBONATE CATALYZED BY THE COMBINATION OF LEWIS-ACID AND SILVER PERCHLORATE

Authors
IIMORI T AZUMAYA I SHIBAZAKI T IKEGAMI S
Citation
T. Iimori et al., AN ALPHA-SELECTIVE GLYCOSYLATION VIA DECARBOXYLATION OF MIXED CARBONATE CATALYZED BY THE COMBINATION OF LEWIS-ACID AND SILVER PERCHLORATE, Heterocycles, 46, 1997, pp. 221-224
Citations number
15
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
46
Year of publication
1997
Pages
221 - 224
Database
ISI
SICI code
0385-5414(1997)46:<221:AAGVDO>2.0.ZU;2-P
Abstract
A catalytic amount of SnCl4-AgClO4 or Cp2HfCl2-2AgClO(4) promoted deca rboxylation of the 1-O-carbonates of the sugars to afford the alpha-gl ycosides stereoselectively. In this glycosylation reaction, the carbon ate acts a leaving group of the glycosyl donor and also a cap of hydro xyl group in the acceptor alcohol.