Issue 95, 2013
From the journal:

Chemical Communications

Enantioselective monofluoromethylation of aldehydes with 2-fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide catalyzed by a bifunctional cinchona alkaloid-derived thiourea–titanium complex†

Hai Ma,‡a   Kohei Matsuzaki,a   Yu-Dong Yang,a   Etsuko Tokunaga,a   Daisuke Nakane,‡a   Tomohiro Ozawa,‡a   Hideki Masudaa  and  Norio Shibata*a  

* Corresponding authors

a Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan
E-mail: nozshiba@nitech.ac.jp
Fax: +81 52 735 7543
Tel: +81 52 735 7543

Abstract

A catalytic enantioselective monofluoromethylation of aldehydes using 2-fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide (FBDT) was realized. With a bifunctional thiourea–titanium catalytic system, the monofluoromethylated-adducts were obtained in good yields and high enantioselectivities, up to 96% ee.

Graphical abstract: Enantioselective monofluoromethylation of aldehydes with 2-fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide catalyzed by a bifunctional cinchona alkaloid-derived thiourea–titanium complex

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Article information

DOI
https://doi.org/10.1039/C3CC46544F
Article type
Communication
Submitted
27 Aug 2013
Accepted
09 Oct 2013
First published
10 Oct 2013

Chem. Commun., 2013,49, 11206-11208

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Enantioselective monofluoromethylation of aldehydes with 2-fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide catalyzed by a bifunctional cinchona alkaloid-derived thiourea–titanium complex

H. Ma, K. Matsuzaki, Y. Yang, E. Tokunaga, D. Nakane, T. Ozawa, H. Masuda and N. Shibata, Chem. Commun., 2013, 49, 11206 DOI: 10.1039/C3CC46544F

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