Issue 46, 2012
From the journal:

Chemical Communications

Induction of chirality: experimental evidence of atropisomerism in azapeptides†

Philipp A. Ottersbach,a   Gregor Schnakenburgb  and  Michael Gütschow*a  

* Corresponding authors

a Pharmaceutical Institute, Pharmaceutical Chemistry I, University of Bonn, An der Immenburg 4, 53121 Bonn, Germany
E-mail: guetschow@uni-bonn.de

b Institute of Inorganic Chemistry, University of Bonn, Gerhard-Domagk-Strasse 1, 53121 Bonn, Germany

Abstract

Methylation of the peptide bond in model azadipeptides leads to the E configuration and hence to atropisomerism due to a restricted rotation around the N–N axis.

Graphical abstract: Induction of chirality: experimental evidence of atropisomerism in azapeptides

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Article information

DOI
https://doi.org/10.1039/C2CC31161E
Article type
Communication
Submitted
16 Feb 2012
Accepted
17 Apr 2012
First published
18 Apr 2012

Chem. Commun., 2012,48, 5772-5774

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Induction of chirality: experimental evidence of atropisomerism in azapeptides

P. A. Ottersbach, G. Schnakenburg and M. Gütschow, Chem. Commun., 2012, 48, 5772 DOI: 10.1039/C2CC31161E

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