Issue 52, 2012
From the journal:

Chemical Communications

Regio- and stereoselective syntheses of piperidine derivatives via ruthenium-catalyzed coupling of propargylic amides and allylic alcohols†

Sathiyamoorthy Murugesan,a   Fan Jiang,a   Mathieu Achard,a   Christian Bruneaua  and  Sylvie Dérien*a  

* Corresponding authors

a UMR 6226 CNRS – Université de Rennes 1, Institut des Sciences chimiques de Rennes, Organometallics: Materials and Catalysis, Campus de Beaulieu, 35042 Rennes Cedex, France
E-mail: sylvie.derien@univ-rennes1.fr
Fax: +33 223236939
Tel: +33 223235003

Abstract

Intermolecular selective coupling of linear allylic alcohols and propargylic amides occurs in the presence of a catalytic amount of the cationic ruthenium complex [Cp*Ru(NCCH3)3]PF6 followed by condensation to generate six-membered cyclic enamides or hemiaminal ethers with water as the only side product.

Graphical abstract: Regio- and stereoselective syntheses of piperidine derivatives via ruthenium-catalyzed coupling of propargylic amides and allylic alcohols

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Article information

DOI
https://doi.org/10.1039/C2CC32497K
Article type
Communication
Submitted
06 Apr 2012
Accepted
08 May 2012
First published
24 May 2012

Chem. Commun., 2012,48, 6589-6591

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Regio- and stereoselective syntheses of piperidine derivatives via ruthenium-catalyzed coupling of propargylic amides and allylic alcohols

S. Murugesan, F. Jiang, M. Achard, C. Bruneau and S. Dérien, Chem. Commun., 2012, 48, 6589 DOI: 10.1039/C2CC32497K

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