Stereoselective Total Synthesis of Botryolide E and Ophiocerin C

A highly stereoselective approach to the total synthesis of the γ-lactone derivative botryolide E and tetrahydropyran derivative ophiocerin C via a common polyketide precursor by means of Prins cyclization and MacMillan α-aminoxylation sequence is described. The method can conveniently be utilized for the preparation of further related γ-lactone and tetrahydropyran derivatives.