1 research outputs found
Unexpected Stereocontrolled Access to 1Ī±,1ā²Ī²-Disaccharides from Methyl 1,2-Ortho Esters
Mannopyranose-derived methyl 1,2-orthoacetates (R = Me)
and 1,2-orthobenzoates
(R = Ph) undergo stereoselective formation of 1Ī±,1ā²Ī²-disaccharides,
upon treatment with BF<sub>3</sub>Ā·Et<sub>2</sub>O in CH<sub>2</sub>Cl<sub>2</sub>, rather than the expected acid-catalyzed reaction
leading to methyl glycosides by way of a rearrangementāglycosylation
process of the liberated methanol