Issue 44, 2011
From the journal:

Chemical Communications

Transforming terpene-derived aldehydes into 1,2-epoxides via asymmetric α-chlorination: subsequent epoxide opening with carbon nucleophiles†‡

Philipp Winter,a   Jörg Swatschek,a   Matthieu Willot,a   Lea Radtke,a   Tobias Olbrisch,a   Andreas Schäfera  and  Mathias Christmann*a  

* Corresponding authors

a TU Dortmund University, Otto-Hahn-Straße 6, D-44227 Dortmund, Germany
E-mail: mathias.christmann@tu-dortmund.de

Abstract

Merging Jørgensen's and MacMillan's organocatalytic aldehyde chlorinations enables the synthesis of chiral vinylcyclopropanes and (−)-cis-aerangis lactoneviaterpene-derived 1,2-epoxides.

Graphical abstract: Transforming terpene-derived aldehydes into 1,2-epoxides via asymmetric α-chlorination: subsequent epoxide opening with carbon nucleophiles

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Article information

DOI
https://doi.org/10.1039/C1CC15173H
Article type
Communication
Submitted
19 Aug 2011
Accepted
28 Sep 2011
First published
10 Oct 2011

Chem. Commun., 2011,47, 12200-12202

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Transforming terpene-derived aldehydes into 1,2-epoxides via asymmetric α-chlorination: subsequent epoxide opening with carbon nucleophiles

P. Winter, J. Swatschek, M. Willot, L. Radtke, T. Olbrisch, A. Schäfer and M. Christmann, Chem. Commun., 2011, 47, 12200 DOI: 10.1039/C1CC15173H

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