Efficient approach for the synthesis of threo-α-amino epoxides

Abstract

A practical and distereoselective synthesis of threo-α-amino epoxides 1a has been achieved employing (S,S)-DACH-Phenyl Trost Ligand and m-CPBA epoxidation. The synthesis strategy describe as significant potential for further extension to other isomers and related analogues including natural products, non-peptidic protease inhibitors, synthesis of hydroxyethylamine, hydroxyethylene dipeptide isosters, anti cancer and antibiotic products, novel amino acids, NMDA antagonists, potent inhibitors of aspartic acid proteases such as rennin or HIV-protease