Liquid-phase synthesis of chiral tartrate ligand library for enantioselective sharpless epoxidation of allylic alcohols.

This paper reports a successful development of a group of efficient soluble polymer-supported chiral tartrate ligands by liquid-phase synthesis for Sharpless epoxidation of a variety of allylic alcohols through ligand diversity. The influence of substituent in chiral tartrate ligands on the enantioselectivities of the reaction was disclosed. Moderate chemical yields and good enantiomeric excesses were obtained by using soluble polymer-supported tartrate ester in the epoxidation of allylic alcohols with Ti(O-i-Pr)(4)/tert-butyl hydroperoxide.