title: Reversible covalent interactions of β-aminoboronic acids with carbohydrate derivatives.
abstract: β-Aminoalkylboronic acids are capable of binding to carbohydrate derivatives through reversible covalent interactions. An anthracene-bearing β-aminoboronic acid has been synthesized, enabling determinations of association constants for binding of sugars by fluorescence spectroscopy. The diol-binding properties of β-aminoboronic acids are also useful in catalysis: one such compound displays remarkably high activity for regioselective O-acylation of a pyranoside derivative.
authors.affiliation: Department of Chemistry, University of Toronto, Toronto, ON M5S 3H6, Canada. ayudin@chem.utoronto.ca mtaylor@chem.utoronto.ca.
authors.forename: Graham E
authors.initials: GE
authors.lastname: Garrett
authors.forename: Diego B
authors.initials: DB
authors.lastname: Diaz
authors.forename: Andrei K
authors.initials: AK
authors.lastname: Yudin
authors.forename: Mark S
authors.initials: MS
authors.lastname: Taylor