Issue 54, 2015
From the journal:

Chemical Communications

Enantioselective formation of tertiary and quaternary allylic C–N bonds via allylation of tetrazoles†

Kun Xu,a   Wilfried Raimondi,a   Timm Burya  and  Bernhard Breit*a  

* Corresponding authors

a Institut für Organische Chemie, Albert-Ludwigs-Universität Freiburg, Albertstrasse 21, 79104 Freiburg, Germany
E-mail: bernhard.breit@chemie.uni-freiburg.de
Fax: +49-761-203 8715

Abstract

Rhodium-catalyzed regio- and enantioselective coupling of tetrazoles with allenes are reported. Asymmetric construction of tertiary and quaternary allylic C–N bonds were achieved using a Rh(I)/JoSPOphos catalyst. This method permits the atom-economic synthesis of various valuable N2-allylic tetrazoles.

Graphical abstract: Enantioselective formation of tertiary and quaternary allylic C–N bonds via allylation of tetrazoles

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Article information

DOI
https://doi.org/10.1039/C5CC04203H
Article type
Communication
Submitted
21 May 2015
Accepted
02 Jun 2015
First published
02 Jun 2015

Chem. Commun., 2015,51, 10861-10863

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Enantioselective formation of tertiary and quaternary allylic C–N bonds via allylation of tetrazoles

K. Xu, W. Raimondi, T. Bury and B. Breit, Chem. Commun., 2015, 51, 10861 DOI: 10.1039/C5CC04203H

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