ENAMINE IMINE TAUTOMERISM IN ALPHA,BETA-UNSATURATED-ALPHA-AMINO ACIDS/

Authors
LU SP LEWIN AH
Citation
Sp. Lu et Ah. Lewin, ENAMINE IMINE TAUTOMERISM IN ALPHA,BETA-UNSATURATED-ALPHA-AMINO ACIDS/, Tetrahedron, 54(50), 1998, pp. 15097-15104
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
50
Year of publication
1998
Pages
15097 - 15104
Database
ISI
SICI code
0040-4020(1998)54:50<15097:EITIAA>2.0.ZU;2-N
Abstract
Investigation of the alpha,beta-unsaturated-alpha-amino acids-dehydrov aline, dehydrophenylalanine, and dehydropipecolinic acid-revealed that these compounds undergo rapid hydrolysis in neutral aqueous medium, v ia the imine tautomers, even when the corresponding eaters and sodium salts exist as the enamine tautomers. This is true even for dehydropip ecolinic acid which had been reported to be stable for 10-18 h in dilu te aqueous neutral solution. (C) 1998 Elsevier Science Ltd. Ail rights reserved.