Synthesis of Optically Active Amino Acid Derivatives via Dynamic Kinetic Resolution
SCIE
SCOPUS
- Title
- Synthesis of Optically Active Amino Acid Derivatives via Dynamic Kinetic Resolution
- Authors
- Choi, YK; Kim, Y; Han, K; Park, J; Kim, MJ
- Date Issued
- 2009-12-18
- Publisher
- AMER CHEMICAL SOC
- Abstract
- The complete conversion of racemic amino acid amides to optically active amino acid derivatives was accomplished via lipase/palladium-catalyzed dynamic kinetic resolution (DKR). In the DKR, a lipase catalyzes the selective acylation Of L-substrate in the presence of acyl donor while unreacted D-substrate is isomerized by a Pd nanocatalyst to L-substrate. The DKR reactions provided good yields (80-98%) and high enantiomeric excess (95-98% ee). Interestingly, the DKR reactions of phenylglycine amide in the presence of Z-Gly-OMe or Z-Gly-Gly-OMe yielded optically active di- and tripeptide.
- Keywords
- ENANTIOMERICALLY PURE AMINES; SECONDARY-AMINES; CHIRAL AMINES; RACEMIZATION; CATALYSTS; PALLADIUM; ALCOHOLS; LIPASE; EFFICIENT; ENZYMES
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/26444
- DOI
- 10.1021/JO902034X
- ISSN
- 0022-3263
- Article Type
- Article
- Citation
- JOURNAL OF ORGANIC CHEMISTRY, vol. 74, no. 24, page. 9543 - 9545, 2009-12-18
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