A Diastereoselective Synthetic Approach towards the Synthesis of Berkeleylactone F and Its 4-epi-Derivative

Abstract

A diastereoselective approach to the synthesis of berkeleylactone F is presented. The synthetic strategy is initiated with commercially available (R)-glycidol, 1,6-heptadiyne, and (R)-(+)-methyl lactate. The key feature of the approach is directional functionalization at both terminals of 1,6-heptadiyne.

Keywords

• macrolide
• epoxide
• ring opening
• heptadiyne