Synthesis and reactions of chlorodeoxy-L-talofuranoid derivatives

Article abstract of DOI:10.1016/0008-6215(90)80140-X

Reaction of 6-O-acyl-3,5-O-benzylidene derivatives of 1,2-O-isopropylidene-α-D-glucofuranose with N-bromosuccinimide affords mainly 5-O-acyl-6-bromo-6-deoxy-1,2-O-isopropylidene-β-L-idofuranose in good yield.Convenient preparative routes to 1,2-O-isopropylidene-β-L-talofuranose and its conversion into 5-chloro-5-deoxy and 5,6-dichloro-5,6-dideoxy derivatives are described.