High yield regioselective monobenzyloxycarbonylation of secondary alcohols in glycopyranoside series.
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.
Laboratoire de Chimie Biomoléculaire (UMR 5032), Université Montpellier II-ENSCM, 8 Rue de l'Ecole Normale, F-3429 Montpellier, France. morere@univ-montp2.fr
Alain
A
Morère
Fouzi
F
Mouffouk
Audrey
A
Jeanjean
Alain
A
Leydet
Jean-Louis
JL
Montero
D000438:Alcohols / Q000737:chemistry*; D005561:Formates / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013402:Sugar Alcohols / Q000138:chemical synthesis* / Q000737:chemistry
D000438:Alcohols; D005561:Formates; D013402:Sugar Alcohols; C018241:carbobenzoxy chloride