REACTION OF 2,3-ANHYDRO-4,6-O-BENZYLIDENE-α-D-HEXOPYRANOSIDES WITH PROPENYLMAGNESIUM CHLORIDES. REGIOSELECTIVE CARBON CHAIN EXTENSION AT THE C-2 POSITION OF HEXAPYRANOSIDES

Article abstract of DOI:10.1246/cl.1983.343

The reaction of 2-propenylmagnesium chlorides with methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside (1) or -gulopyranoside (6) exclusively afforded the corresponding 2-deoxy-2-C-(2-propenyl)-α-D-hexopyranosides (4b, 8a, and 8b).