ENANTIOSELECTIVE MICHAEL-TYPE REACTION OF CHIRAL LINEAR ALPHA,ALPHA-DISUBSTITUTED SECONDARY ENAMINES

Authors
FELK A REVIAL G VIOSSAT B LEMOINE P PFAU M
Citation
A. Felk et al., ENANTIOSELECTIVE MICHAEL-TYPE REACTION OF CHIRAL LINEAR ALPHA,ALPHA-DISUBSTITUTED SECONDARY ENAMINES, Tetrahedron : asymmetry, 5(8), 1994, pp. 1459-1462
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
8
Year of publication
1994
Pages
1459 - 1462
Database
ISI
SICI code
0957-4166(1994)5:8<1459:EMROCL>2.0.ZU;2-5
Abstract
The enantioselective Michael-type reaction of chiral 2-substituted cyc lic imines, reacting as their secondary enamine tautomers, has been ex tended to a linear ketimine possessing an oxo group on one of the subs tituents. A single secondary enamine tautomer is observed due to H-bon ding of the NH group, thus allowing the reaction to proceed with a hig h degree of stereoselectivity.