Ozonolysis of Derivatives of Labda-8(17),14-dien-13-ol (Manool) and Their Conversion Into Large Ring Unsaturated Lactones

Abstract

Dehydration of the unstable hydroperoxy ethers (4) and (6) formed on ozonolysis of the manool derivatives (2) and (5) resulted in the formation of the ten- membered unsaturated lactones (11) and (12) in good yield. The results of an investigation into the nature of the hydroxyl group and its spatial relationship to the exocyclic double bond in lactone formation are reported for other manool derivatives.