title: Unexpected stereocontrolled access to 1α,1'β-disaccharides from methyl 1,2-ortho esters.
abstract: Mannopyranose-derived methyl 1,2-orthoacetates (R = Me) and 1,2-orthobenzoates (R = Ph) undergo stereoselective formation of 1α,1'β-disaccharides, upon treatment with BF(3)·Et(2)O in CH(2)Cl(2), rather than the expected acid-catalyzed reaction leading to methyl glycosides by way of a rearrangement-glycosylation process of the liberated methanol.
authors.affiliation: Instituto de Química Orgánica General (IQOG-CSIC), Juan de la Cierva 3, 28006 Madrid, Spain.
authors.forename: Clara
authors.initials: C
authors.lastname: Uriel
authors.forename: Juan
authors.initials: J
authors.lastname: Ventura
authors.forename: Ana M
authors.initials: AM
authors.lastname: Gómez
authors.forename: J Cristóbal
authors.initials: JC
authors.lastname: López
authors.forename: Bert
authors.initials: B
authors.lastname: Fraser-Reid