Stereocontrolled synthesis of lankanolide from 1,6-anhydro-beta-D-glucopyranose (levoglucosan): 1, synthesis of the C-1/7 and C-8/15 segments.

A scheme has been designed for the stereocontrolled synthesis of lankanolide, the aglycon of lankamycin. Synthesis of its C-1/7 and C-8/15 segments has been accomplished starting from 1,6-anhydro-2,4-dideoxy-2,4-di-C-methyl-beta-D-glucopyranose.