CHEMOENZYMATIC APPROACH TO THE SYNTHESIS OF EACH OF THE 4 ISOMERS OF ALPHA-ALKYL-BETA-FLUOROALKYL-SUBSTITUTED BETA-AMINO ACIDS

Authors
SOLOSHONOK VA KIRILENKO AG FOKINA NA KUKHAR VP GALUSHKO SV SVEDAS VK RESNATI G
Citation
Va. Soloshonok et al., CHEMOENZYMATIC APPROACH TO THE SYNTHESIS OF EACH OF THE 4 ISOMERS OF ALPHA-ALKYL-BETA-FLUOROALKYL-SUBSTITUTED BETA-AMINO ACIDS, Tetrahedron : asymmetry, 5(7), 1994, pp. 1225-1228
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
7
Year of publication
1994
Pages
1225 - 1228
Database
ISI
SICI code
0957-4166(1994)5:7<1225:CATTSO>2.0.ZU;2-J
Abstract
Starting from easily available ethyl 2-methyl-4,4,4-trifluoroacetoacet ate and benzylamine each of the four stereoisomers of alpha-methyl-bet a-trifluoromethyl-beta-alanine have been synthesized in optically pure form via stereocontrolled chemo-enzymatic procedure including diaster eoselective base-catalyzed [1,3]-proton shirt reaction and enantiosele ctive penicillin acylase-catalyzed resolution.