Highly efficient removal of allyloxycarbonyl (Alloc) function provides a practical orthogonal protective strategy for carbohydrates

Abstract

Highly efficient removal of allyloxycarbonyl (Alloc) group was achieved in the presence of CH 3COONH 4, Pd[P(C 6H 5) 3] 4, and NaBH 4 in MeOH-THF, within 5 min in almost quantitative yields (>90%, isolated yield) without affecting acetyl, benzoyl, isopropylidene, benzylidene, allyl, benzyl, benzyl carbonate, or azido groups.