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Organocatalytic enantioselective Michael addition of malononitrile to nitroolefins catalyzed by bifunctional thiourea.

Authors :
Guo HM
Li JG
Qu GR
Zhang XM
Yuan WC
Source :
Chirality [Chirality] 2011 Aug; Vol. 23 (7), pp. 514-8. Date of Electronic Publication: 2011 Apr 19.
Publication Year :
2011

Abstract

A novel enantioselective Michael addition of malononitrile to trans-β-nitroolefins in the presence of bifunctional amine thiourea organocatalyst is developed. The Michael reaction catalyzed by amine thioureas containing both central and axial chiral elements proceeded smoothly and provided the desired adducts with high yields (up to 96% yield) and moderate enantioselectivities (up to 83% enantiomeric excess).<br /> (Copyright © 2011 Wiley-Liss, Inc.)

Details

Language :
English
ISSN :
1520-636X
Volume :
23
Issue :
7
Database :
MEDLINE
Journal :
Chirality
Publication Type :
Academic Journal
Accession number :
21506168
Full Text :
https://doi.org/10.1002/chir.20956