An efficient, concise, and scalable synthesis of Izenamide A and B via asymmetric reduction of γ-amino β-keto ester using 2-methyl-CBS-oxazaborolidine catalysts

Abstract

A efficient and concise synthesis of izenamides A and B is reported. We have followed a more convergent approach while avoiding costly and harmful chemicals. Major attraction of this synthesis is the first ever report of highly asymmetric reduction of N-Boc γ-amino β-ketoester using 2-Methyl-CBS-oxazaborolidine catalysts to generate the key intermediate. Further, this reaction can be of immense significance as γ-amino β-ketoesters constitutes an important motif in drug discovery.

Keywords

• Izenamide
• Asymmetric reduction of gamma-amino beta-keto ester
• 2-Methyl-CBSoxazaborolidine