A Useful and Convenient Synthetic Procedure for Hydrolysis of Thioglycosides

Various thioglycosides 1 are smoothly hydrolyzed chemoselectively to the corresponding 1-hydroxy sugars 2 in good yields at 0–5 °C by employing (NH4)6Mo7O24·4H2O-H2O2 or H2MoO4·H2O-H2O2 to promote oxidation of ammonium bromide in the presence of perchloric acid in CH2Cl2-H2O solvent system. Mild con...

Full description

Saved in:
Bibliographic Details
Published in:Chemistry letters 2002-02, Vol.31 (2), p.210-211
Main Authors: Mondal, Ejabul, Barua, Pankaj M. Bujar, Bose, Gopal, Khan, Abu T
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Various thioglycosides 1 are smoothly hydrolyzed chemoselectively to the corresponding 1-hydroxy sugars 2 in good yields at 0–5 °C by employing (NH4)6Mo7O24·4H2O-H2O2 or H2MoO4·H2O-H2O2 to promote oxidation of ammonium bromide in the presence of perchloric acid in CH2Cl2-H2O solvent system. Mild conditions, good yields, no side reactions such as bromination either at the anomeric position or double bond, and even oxidation at the sulfur are some of the major advantages.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2002.210