Issue 47, 2012
From the journal:

Chemical Communications

Anti-Markovnikov additions to N-allylic derivatives involving ammonium–carbenium superelectrophiles†‡

Guillaume Compain,a   Agnès Martin-Mingot,a   Gilles Frapper,b   Christian Bachmann,b   Marie-Paule Jouannetauda  and  Sébastien Thibaudeau*a  

* Corresponding authors

a Superacid group in “Glycochimie, Superacide et Chimie des Systèmes” Team, Université de Poitiers, CNRS UMR 7285 IC2MP, 4, rue Michel Brunet, F-86022 Poitiers Cedex, France

b Computational Chemistry Group in “Catalysis and Renewable Carbon” Team, Université de Poitiers, CNRS UMR 7285 IC2MP, 4, rue Michel Brunet, F-86022 Poitiers Cedex, France
E-mail: sebastien.thibaudeau@univ-poitiers.fr
Tel: +33 549454588

Abstract

Anti-Markovnikov additions to non-conjugated unsaturated amines in superacid are reported. In situ NMR studies, DFT calculations and labelled substrates reactions support the involvement of new ammonium–carbenium superelectrophiles in this original process.

Graphical abstract: Anti-Markovnikov additions to N-allylic derivatives involving ammonium–carbenium superelectrophiles

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Article information

DOI
https://doi.org/10.1039/C2CC32246C
Article type
Communication
Submitted
28 Mar 2012
Accepted
14 Apr 2012
First published
16 Apr 2012

Chem. Commun., 2012,48, 5877-5879

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Anti-Markovnikov additions to N-allylic derivatives involving ammonium–carbenium superelectrophiles

G. Compain, A. Martin-Mingot, G. Frapper, C. Bachmann, M. Jouannetaud and S. Thibaudeau, Chem. Commun., 2012, 48, 5877 DOI: 10.1039/C2CC32246C

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