Carbohydrate Research 2003-10-31

High yield regioselective monobenzyloxycarbonylation of secondary alcohols in glycopyranoside series.

Alain Morère, Fouzi Mouffouk, Audrey Jeanjean, Alain Leydet, Jean-Louis Montero

Index: Carbohydr. Res. 338(22) , 2409-12, (2003)

Full Text: HTML

Abstract

The regioselective monobenzyloxycarbonylation of secondary alcohols in methyl 6-O-(4-methoxytrityl)-alpha-D-manno-, gluco- and galactopyranoside has been achieved in high yields (74-85%) by using benzyl chloroformate in the presence of 4-dimethylaminopyridine and/or 1,4-diazabicyclo[2.2.2]octane.