Synthesis and ring-opening reactions of 4-chloro-4-deoxy-alpha-D-galactopyranosyl 3,4-anhydro-1,6-dichloro-1,6-dideoxy-beta-D-lyxo-hexulofuranoside.

Article abstract of DOI:10.1016/0008-6215(90)84190-6

Treatment of 4-chloro-4-deoxy-alpha-D-galactopyranosyl 1,6-dichloro-1,6-dideoxy-beta-D-fructofuranoside (1) with 2.3 mol. equiv. of diethyl azodicarboxylate (DEAD) and 1.3 mol. equiv. of triphenylphosphine (TPP) in toluene gave a mixture of 3,6-anhydro-4-