Synthesis of Chiral 1,3-keto-acetates through Enzymatic Kinetic Resolution with Amano Lipase fromPseudomonas fluorescens

Can H., YILDIZ T., ÇELİK ONAR H.

CHEMISTRYSELECT, vol.5, no.25, pp.7543-7547, 2020 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 5 Issue: 25
  • Publication Date: 2020
  • Doi Number: 10.1002/slct.202001987
  • Journal Name: CHEMISTRYSELECT
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier
  • Page Numbers: pp.7543-7547
  • Istanbul University Affiliated: No

Abstract

This study provides an enzymatic kinetic resolution (EKR) method for the biocatalytic enantioselective synthesis of chiral beta-keto acetates. For the first time, the attitude of several lipase enzymes has been examined under different conditions for the EKR of the racemic 1,3-keto alcohols. We found that the Amano lipase fromPseudomonas fluorescens(AL-PF) lipase showed the best results for the resolution of the racemic 1,3-keto alcohols. We developed a highly effective EKR method by changing the enzyme, temperature, solvent, and enzyme amount in order to synthesize the chiral 1,3-keto esters, which are useful intermediates in organic synthesis. This study presents an efficient method for the synthesis of 1,3-keto acetates with a good yield and high enantioselectivity with theRconfiguration.