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Lipase-catalyzed dynamic kinetic resolution of hemiaminals

✍ Scribed by Mohd. Sharfuddin; Atsushi Narumi; Yuko Iwai; Keiko Miyazawa; Shinji Yamada; Toyoji Kakuchi; Harumi Kaga

Book ID
104359854
Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
156 KB
Volume
14
Category
Article
ISSN
0957-4166

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✦ Synopsis

The enzymatic dynamic kinetic resolution of N-acylhemiaminals by various lipases, namely, lipase PS, lipase AK and lipase QL, has been investigated. The acetylation of racemic N-acylhemiaminals with lipases exclusively produced the (R)-enantiomers in enantiomerically pure form and quantitative yields.

πŸ“œ SIMILAR VOLUMES

Dynamic kinetic resolution of hemiaminal
Dynamic kinetic resolution of hemiaminals with axially chiral twisted amides
✍ Shinji Yamada; Emiko Noguchi πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 84 KB

Dynamic kinetic resolution of N-acylhemiaminals was performed by enantioselective acylation of the hydroxy groups with chiral twisted amides. The stereoselectivity was reversed in the presence of 4-DMAP. The absolute configuration of the products was determined based on the sign of CD Cotton effects