Issue 44, 2015
From the journal:

Chemical Communications

Asymmetric synthesis of quaternary α-fluoro-β-keto-amines via detrifluoroacetylative Mannich reactions†

Chen Xie,a   Yanling Dai,a   Haibo Mei,a   Jianlin Han,*a   Vadim A. Soloshonokbc  and  Yi Pana  

* Corresponding authors

a School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, China
E-mail: hanjl@nju.edu.cn
Fax: +86-25-83686133
Tel: +86-25-83686133

b Department of Organic Chemistry I, Faculty of Chemistry, University of the Basque Country UPV/EHU, 20018 San Sebastian, Spain

c IKERBASQUE, Basque Foundation for Science, 48011 Bilbao, Spain

Abstract

Efficient asymmetric detrifluoroacetylative Mannich addition reactions between 2-fluoro-1,3-di-ketones/hydrates and chiral N-sulfinyl-imines via C–C bond cleavage were reported, which afforded C–F quaternary α-fluoro-β-keto-amines with excellent yields and high diastereoselectivity.

Graphical abstract: Asymmetric synthesis of quaternary α-fluoro-β-keto-amines via detrifluoroacetylative Mannich reactions

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Article information

DOI
https://doi.org/10.1039/C5CC02256H
Article type
Communication
Submitted
17 Mar 2015
Accepted
24 Apr 2015
First published
24 Apr 2015

Chem. Commun., 2015,51, 9149-9152

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Asymmetric synthesis of quaternary α-fluoro-β-keto-amines via detrifluoroacetylative Mannich reactions

C. Xie, Y. Dai, H. Mei, J. Han, V. A. Soloshonok and Y. Pan, Chem. Commun., 2015, 51, 9149 DOI: 10.1039/C5CC02256H

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