The first total synthesis of calbistrin A, a microbial product possessing multiple bioactivities

Abstract The octahydronaphthopyranone moiety is synthesized from methyl α- d -mannopyranoside through the intramolecular Diels-Alder reaction, and the tetraenedicarboxylic acid moiety is from the enzymatically prepared anti-compound. Both moieties were coupled to accomplish the total synthesis of calbistrin A and to disclose its absolute structure.