Stereoselective Total Synthesis of (+)-Varitriol, (−)-Varitriol, 5′-epi-(+)-Varitriol, and 4′-epi-(−)-Varitriol from d-Mannitol

Stereoselective total syntheses of natural (+)-varitriol (1), (−)-varitriol (2), 5′-epi-(+)-varitriol (3), and 4′-epi-(−)-varitriol (4) have been accomplished with use of d-mannitol as a chiral pool material. The Heck reaction was used to assemble the olefinic sugar moiety and the aromatic triflate moiety.