Issue 19, 2011
From the journal:

Chemical Communications

Lithium acetylides as alkynylating reagents for the enantioselective alkynylation of ketones catalyzed by lithium binaphtholate†

Kana Tanaka,a   Kenji Kukita,a   Tomonori Ichibakase,a   Shunsuke Kotanib  and  Makoto Nakajima*a  

* Corresponding authors

a Graduate School of Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-honmachi, Kumamoto, Japan
E-mail: nakajima@gpo.kumamoto-u.ac.jp
Fax: +81 96 362 7692
Tel: +81 96 371 4680

b Priority Organization for Innovation and Excellence, Kumamoto University, 5-1 Oe-honmachi, Kumamoto, Japan

Abstract

Chiral lithium binaphtholate effectively catalyzed the enantioselective alkynylation of ketones using lithium acetylide as an alkynylating agent. This is the first example of the catalytic enantioselective addition of lithium acetylide to carbonyl compounds without the aid of other metal sources.

Graphical abstract: Lithium acetylides as alkynylating reagents for the enantioselective alkynylation of ketones catalyzed by lithium binaphtholate

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Article information

DOI
https://doi.org/10.1039/C1CC10734H
Article type
Communication
Submitted
08 Feb 2011
Accepted
18 Mar 2011
First published
08 Apr 2011

Chem. Commun., 2011,47, 5614-5616

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Lithium acetylides as alkynylating reagents for the enantioselective alkynylation of ketones catalyzed by lithium binaphtholate

K. Tanaka, K. Kukita, T. Ichibakase, S. Kotani and M. Nakajima, Chem. Commun., 2011, 47, 5614 DOI: 10.1039/C1CC10734H

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