Issue 10, 2015
From the journal:

Chemical Communications

Selective rearrangement of terminal epoxides into methylketones catalysed by a nucleophilic rhodium–NHC–pincer complex†

Eva Jürgens,a   Barbara Wucher,a   Frank Rominger,b   Karl W. Törnroosc  and  Doris Kunz*a  

* Corresponding authors

a Institut für Anorganische Chemie, Eberhard Karls Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany
E-mail: Doris.Kunz@uni-tuebingen.de

b Institut für Organische Chemie, Heidelberg University, Im Neuenheimer Feld 250, 69120 Heidelberg, Germany

c Department of Chemistry, University of Bergen, Allégaten 41, 5007 Bergen, Norway

Abstract

An efficient RhI–NHC–pincer catalyst for the highly regioselective Meinwald rearrangement of monoalkylated epoxides into methylketones under mild conditions is presented. The nucleophilic epoxide opening is assisted by Lewis acids.

Graphical abstract: Selective rearrangement of terminal epoxides into methylketones catalysed by a nucleophilic rhodium–NHC–pincer complex

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Article information

DOI
https://doi.org/10.1039/C4CC07154A
Article type
Communication
Submitted
10 Sep 2014
Accepted
11 Dec 2014
First published
22 Dec 2014
This article is Open Access
Creative Commons BY license

Chem. Commun., 2015,51, 1897-1900

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Selective rearrangement of terminal epoxides into methylketones catalysed by a nucleophilic rhodium–NHC–pincer complex

E. Jürgens, B. Wucher, F. Rominger, K. W. Törnroos and D. Kunz, Chem. Commun., 2015, 51, 1897 DOI: 10.1039/C4CC07154A

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