26 TOTAL SYNTHESIS OF CYTOCHALASIN A, B, AND F
Details
Two approaches directed toward the synthesis of the macrocyclic moiety of the title compounds, i.e. internal Emmons-Horner and internal Diels-Alder reaction, have been studied. An internal Diels Alder reaction of 24, derived from the trienic ester 23 and the ketolactam 12, followed by a regio- and stereoselective epoxidation reaction provided cycochlasin F. Conversion of cytochalasin F to cytochalasin A and B has been effected by a highly regioselective epoxide rearrangement.
