Enantioselective Synthesis of (+)-Brefeldin A

Article abstract of DOI:10.1021/jo00069a013

A new enantioselective synthesis of (+)-brefeldin A is described.The five chiral centers are created by the following methodology: asymmetric Diels-Alder reaction to prepare the cyclopentanone 13, stereocontrolled reduction of the carbonyl in the ketone 14, stereocontrolled creation of the chiral centers C-4 and C-15 by a chiral sulfoxide group.