Asymmetric transformations of acyloxyphenyl ketones by enzyme-metal multicatalysis
SCIE
SCOPUS
- Title
- Asymmetric transformations of acyloxyphenyl ketones by enzyme-metal multicatalysis
- Authors
- Kim, MJ; Choi, MY; Han, MY; Choi, YK; Lee, JK; Park, J
- Date Issued
- 2002-12-27
- Publisher
- AMER CHEMICAL SOC
- Abstract
- A multipathway process comprising several enzyme- and metal-catalyzed reactions has been explored for the asymmetric transformations of acyloxyphenyl ketones to optically active hydroxyphenyl alcohols in the ester forms. The process comprises nine component reactions in three pathways, all of which take place by the catalytic actions of only two catalysts, a lipase and a ruthenium complex. The synthetic reactions were carried out on 0.2-0.6 mmol scales for eight different substrates under an atmosphere of hydrogen (I atm) in toluene at 70 degreesC for 3 days. In most cases, the yields were high (92-96%) and the optical purities were excellent (96-98% ee), This work thus has demonstrated that enzyme-metal multicatalysis has great potential as a new methodology for asymmetric transformations.
- Keywords
- DYNAMIC KINETIC RESOLUTION; SECONDARY ALCOHOLS; HYDROGEN-TRANSFER; CHIRAL ACETATES; ENOL ACETATES; LIPASE; PALLADIUM; RACEMIZATION; ALDEHYDES; AMINES
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/18768
- DOI
- 10.1021/JO026122M
- ISSN
- 0022-3263
- Article Type
- Article
- Citation
- JOURNAL OF ORGANIC CHEMISTRY, vol. 67, no. 26, page. 9481 - 9483, 2002-12-27
- Files in This Item:
- There are no files associated with this item.
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.