Ozonolysis of long-chain cyclic acetals: formation of monoesters

Abstract

A procedure is described for the quantitative conversion of saturated long-chain cyclic acetals of diols to the corresponding O-acyl diols. Acetal ozonolysis proceeds in ethyl acetate–methylene chloride solution at –16 to –18°C without overoxidation.

Keywords

• diol cyclic acetals
• diol monoesters
• ester synthesis
• oxidative acetal cleavage