title: Reagent controlled β-specific dehydrative glycosylation reactions with 2-deoxy-sugars.
abstract: N-Sulfonyl imidazoles activate 2-deoxy-sugar hemiacetals for glycosylation presumably by converting them into glycosyl sulfonates in situ. By matching the leaving group ability of the sulfonate with the reactivity of the donor, it is possible to obtain β-specific glycosylation reactions. The reaction serves as proof of the principle that, by choosing promoters that can modulate the reactivity of active intermediates, it is possible to place glycosylation reactions entirely under reagent control.
authors.affiliation: Department of Chemistry, Tufts University, Medford, Massachusetts 02155, USA.
authors.forename: John Paul
authors.initials: JP
authors.lastname: Issa
authors.forename: Dina
authors.initials: D
authors.lastname: Lloyd
authors.forename: Emily
authors.initials: E
authors.lastname: Steliotes
authors.forename: Clay S
authors.initials: CS
authors.lastname: Bennett