A Simple Preparation of Methyl 3,6-Dideoxy-α-L-Arabino-Hexopyranoside Via Photodeoxygenation

ABSTRACT Methyl 3,6-dideoxy-α-L-arabino-hexopyranoside (2, methyl ascaryloside) was synthesized in two steps by regioselective esterification of methyl α-L-rhamnopyranoside (6) with pivaloyl chloride to methyl 6-deoxy-3-O-pivaloyl-α-L-mannopyranoside (7) and subsequent photodeoxygenation in hexamethylphosphoric triamide/water with light of 254 nm.