Issue 95, 2013
From the journal:

Chemical Communications

Direct catalytic asymmetric addition of acetonitrile to N-thiophosphinoylimines†

Yuji Kawato,ab   Naoya Kumagai*a  and  Masakatsu Shibasaki*ac  

* Corresponding authors

a Institute of Microbial Chemistry (BIKAKEN), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan
E-mail: nkumagai@bikaken.or.jp, mshibasa@bikaken.or.jp
Fax: +81-3-3441-7589

b Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Tokyo, Japan

c JST, ACT-C, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan

Abstract

Direct catalytic addition of acetonitrile pronucleophiles to thiophosphinoylimines is described. Soft Lewis acid–hard Brønsted base cooperative catalysis is crucial to promote this elusive carbon–carbon bond-forming reaction in an enantioselective fashion.

Graphical abstract: Direct catalytic asymmetric addition of acetonitrile to N-thiophosphinoylimines

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Article information

DOI
https://doi.org/10.1039/C3CC47117A
Article type
Communication
Submitted
17 Sep 2013
Accepted
10 Oct 2013
First published
10 Oct 2013

Chem. Commun., 2013,49, 11227-11229

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Direct catalytic asymmetric addition of acetonitrile to N-thiophosphinoylimines

Y. Kawato, N. Kumagai and M. Shibasaki, Chem. Commun., 2013, 49, 11227 DOI: 10.1039/C3CC47117A

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