title: Regioselective esterification of vicinal diols on monosaccharide derivatives via Mitsunobu reactions.
abstract: We have carried out a series of esterification reactions of secondary alcohols derived from d-glucose, d-mannose, and d-galactose via the Mitsunobu reaction. The benzoylation reaction of vicinal diols derived from monosaccharides under Mitsunobu conditions afforded monobenzoates with retention of stereochemistry only. The regioselectivity of these reactions depends on the stereochemistry of the sugar starting material. The Mitsunobu reactions on these diols may be used for the selective protection of other vicinal secondary hydroxyl groups.
authors.affiliation: Department of Chemistry, Univeristy of New Orleans, New Orleans, Louisiana 70148, USA. gwang2@uno.edu
authors.forename: Guijun
authors.initials: G
authors.lastname: Wang
authors.forename: Jean-Rene
authors.initials: JR
authors.lastname: Ella-Menye
authors.forename: Michael
authors.initials: M
authors.lastname: St Martin
authors.forename: Hao
authors.initials: H
authors.lastname: Yang
authors.forename: Kristopher
authors.initials: K
authors.lastname: Williams