PAYNE REARRANGEMENT ROUTE TO THE OPTICALLY ACTIVE OXIRANE PRECURSOR FOR THE PREPARATION OF TRIAZOLE ANTIFUNGALS

Abstract

Optically active epoxide 1, an important intermediate for the preparation of antifungal triazole-amides 2, was synthesized starting from the (S)-lactic acid- derived ketone 9 and taking advantage of the Payne rearrangement of the epoxyalocohol 8.