An Enzymatic and Environmentally Friendly Route for the Synthesis of Chiral beta-Hydroxy Ketones

YILDIZ T.

CHEMISTRYSELECT, cilt.4, sa.27, ss.7927-7931, 2019 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 4 Sayı: 27
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1002/slct.201901718
  • Dergi Adı: CHEMISTRYSELECT
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.7927-7931
  • İstanbul Üniversitesi-Cerrahpaşa Adresli: Hayır

Özet

The present study deals with the biocatalytic enantioselective synthesis of chiral beta-hydroxy ketones. For the first time, we report that among many enzymes, the lipase AL-AN (Amano Lipase A from Aspergillus niger) catalyzed the enzymatic hydrolysis of racemic 1,3-keto acetates in aqueous media. Optimum reaction conditions were determined by changing the enzyme, solvent, temperature, pH and amounts of enzymes. After AL-AN was determined to be the best enzyme in this study, we examined fifteen substrates with different structures in this reaction and obtained chiral beta-hydroxy ketones with good yield, high enantioselectivity and S configuration. This study presents an environmentally friendly and green method for the synthesis of (S)-beta-hydroxy ketones.