ENZYMATIC RESOLUTION OF METHYL N-ALKYL-AZETIDINE-2-CARBOXYLATES BY CANDIDA-ANTARCTICA LIPASE-MEDIATED AMMONIOLYSIS

Authors
STARMANS WAJ DOPPEN RG THIJS L ZWANENBURG B
Citation
Waj. Starmans et al., ENZYMATIC RESOLUTION OF METHYL N-ALKYL-AZETIDINE-2-CARBOXYLATES BY CANDIDA-ANTARCTICA LIPASE-MEDIATED AMMONIOLYSIS, Tetrahedron : asymmetry, 9(3), 1998, pp. 429-435
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
3
Year of publication
1998
Pages
429 - 435
Database
ISI
SICI code
0957-4166(1998)9:3<429:EROMNB>2.0.ZU;2-J
Abstract
A facile method for the synthesis of optically active azetidine-2-carb oxylic acid derivatives is presented. Racemic N-alkylated azetidine es ters are resolved by lipase from Candida antarctica in an ammoniolysis reaction, and both the S-amide and the R-ester are obtained with exce llent stereoselectivity. (C) 1998 Elsevier Science Ltd. All rights res erved.