An Enzymatic and Environmentally Friendly Route for the Synthesis of Chiral beta-Hydroxy Ketones
CHEMISTRYSELECT, vol.4, no.27, pp.7927-7931, 2019 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 4 Issue: 27
- Publication Date: 2019
- Doi Number: 10.1002/slct.201901718
- Journal Name: CHEMISTRYSELECT
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Page Numbers: pp.7927-7931
- Istanbul University-Cerrahpasa Affiliated: No
Abstract
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.