Resolution of chiral aliphatic and arylalkyl amines using immobilized Candida antarctica lipase and isolation of their R- and S-enantiomers

Authors
Davis, BA Durden, DA
Citation
Ba. Davis et Da. Durden, Resolution of chiral aliphatic and arylalkyl amines using immobilized Candida antarctica lipase and isolation of their R- and S-enantiomers, SYN COMMUN, 31(4), 2001, pp. 569-578
Citations number
25
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
4
Year of publication
2001
Pages
569 - 578
Database
ISI
SICI code
0039-7911(2001)31:4<569:ROCAAA>2.0.ZU;2-S
Abstract
The resolution of chiral aliphatic and arylalkyl amines in high enantiomeri c excess (up to 97.5% ee for the R-enantiomers and up to 99.9% ee for the S -enantiomers) and good yield (50-80%) using immobilized Candida antarctica lipase and ethyl acetate as acyl donor has been demonstrated. A second reso lution on the R-amine increased the enantiomeric excess to more than 99.5% (up to 99.9%).