Issue 11, 2012
From the journal:

Chemical Communications

Organocatalytic enantioselective conjugate addition of ketones to isatylidine malononitriles†

Lu Liu,a   Deyan Wu,a   Xiangmin Li,a   Sinan Wang,a   Hao Li,a   Jian Li*a  and  Wei Wang*ab  

* Corresponding authors

a School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China
E-mail: jianli@ecust.edu.cn
Fax: +86 21-64252584
Tel: +86 21-64252584

b Department of Chemistry and Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, USA
E-mail: wwang@unm.edu
Fax: +1 505-277-2609

Abstract

An enantioselective Michael addition of ketones to alkylidenemalononitriles catalyzed by chiral primary amine I with (R)-5c as a co-catalyst in good yields (>90%) and with good enantioselectivities (85–96% ee) has been developed. The strategy has also been extended to a three-component version through a domino Knoevenagel/Michael sequence with similar or better outcomes.

Graphical abstract: Organocatalytic enantioselective conjugate addition of ketones to isatylidine malononitriles

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Article information

DOI
https://doi.org/10.1039/C2CC17067A
Article type
Communication
Submitted
14 Nov 2011
Accepted
06 Dec 2011
First published
06 Dec 2011

Chem. Commun., 2012,48, 1692-1694

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Organocatalytic enantioselective conjugate addition of ketones to isatylidine malononitriles

L. Liu, D. Wu, X. Li, S. Wang, H. Li, J. Li and W. Wang, Chem. Commun., 2012, 48, 1692 DOI: 10.1039/C2CC17067A

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