Convenient Asymmetric Synthesis of (1R,3R)-(+)- and (1S,3S)-(-)-1,3-Diphenylpropane-1,3-diols

Abstract

Kinetic resolution via a Sharpless epoxidation serves as the key step to provide the useful C2 chiral auxiliaries (R,R)- and (S,S)-1,3-diphenylpropane-1,3-diols, in good yield and high enantiomeric purity from the commercially available 1,3-diphenylprop-1-en-3-one. Sharpless epoxidation - Kinetic resolution - Asymmetric synthesis - C2 symmetric 1,3-diols - 1,3-Diphenylpropan-1,3-diols