Issue 1, 2012
From the journal:

Organic & Biomolecular Chemistry

Asymmetric cyanation of nitroalkenes catalyzed by a salen–titanium catalyst†

Li Lin,‡a   Wen Yin,‡a   Xu Fu,a   Jinlong Zhang,a   Xiaojuan Maa  and  Rui Wang*ab  

* Corresponding authors

a Key Laboratory of Preclinical Study for New Drugs of Gansu Province, State Key Laboratory of Applied Organic Chemistry and Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou, P. R. China
E-mail: wangrui@lzu.edu.cn
Fax: +86 931 8912567
Tel: +86 931 8912567

b State Key Laboratory of Chiroscience and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong

Abstract

The salen–Ti complex catalyzed cyanation of nitroolefins was accomplished via the silyl nitronate intermediate for the synthesis of chiral β-nitronitriles with e.r. up to 92 : 8 and high yields (up to 90%). The catalyst also kept a high turnover frequency at room temperature. The yield and enantioselectivity of the protocol were slightly affected even in a 10 mmol scale.

Graphical abstract: Asymmetric cyanation of nitroalkenes catalyzed by a salen–titanium catalyst

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Article information

DOI
https://doi.org/10.1039/C1OB05899A
Article type
Paper
Submitted
04 Jun 2011
Accepted
08 Sep 2011
First published
08 Sep 2011

Org. Biomol. Chem., 2012,10, 83-89

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Asymmetric cyanation of nitroalkenes catalyzed by a salen–titanium catalyst

L. Lin, W. Yin, X. Fu, J. Zhang, X. Ma and R. Wang, Org. Biomol. Chem., 2012, 10, 83 DOI: 10.1039/C1OB05899A

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