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Conjugate addition of 1,3-dicarbonyl compounds to maleimides using a chiral C2-symmetric bis(2-aminobenzimidazole) as recyclable organocatalyst.

Authors :
Gómez-Torres E
Alonso DA
Gómez-Bengoa E
Nájera C
Source :
Organic letters [Org Lett] 2011 Nov 18; Vol. 13 (22), pp. 6106-9. Date of Electronic Publication: 2011 Oct 26.
Publication Year :
2011

Abstract

The recyclable chiral 2-aminobenzimidazole-derived organocatalyst 1f efficiently promotes the room temperature asymmetric conjugate addition of 1,3-diketones, β-ketoesters, and malonates to maleimide and N-substituted maleimides, affording the corresponding Michael adducts in excellent yields and enantioselectivities even at gram scale.

Details

Language :
English
ISSN :
1523-7052
Volume :
13
Issue :
22
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
22029403
Full Text :
https://doi.org/10.1021/ol202599h