Asymmetric Synthesis of Chiral Flavan-3-Ols

Abstract

Flavan-3-ols are a series of natural products widely present in plants and show versatile biological activities. The structures of such compounds are characterized by owing two adjacent chiral centers and three rings. Their interesting structures and promising biological activities have driven increasing research developments toward the preparation of enantioenriched flavan-3-ols. This review summarizes the recent approaches for the asymmetric synthesis of chiral flavan-3-ols from two strategies in the construction of chiral centers. The key steps in the synthetic protocol involve Sharpless asymmetric dihydroxylation, Shi asymmetric epoxidation and Sharpless asymmetric epoxidation.

Keywords: Asymmetric synthesis; Flavan-3-ols; Sharpless asymmetric dihydroxylation; Sharpless asymmetric epoxidation; Shi asymmetric epoxidation.