Total synthesis of (−)-deguelin via an iterative pyran-ring formation strategy

Abstract

Enantioselective synthesis of (−)-deguelin was accomplished via an iterative pyran-ring formation approach. The key features involve the anionic addition of a chromene unit to aryloxy alkyl aldehyde for the double cyclization precursor and iterative pyran ring formation by Pd-catalyzed O-arylation and C-arylation, respectively.