Issue 38, 2010
From the journal:

Chemical Communications

One-pot asymmetric cyclocarbohydroxylation sequence for the enantioselective synthesis of functionalised cyclopentanes†

Wilfried Raimondi,a   Grégory Lettieri,a   Jean-Pierre Dulcère,a   Damien Bonne*a  and  Jean Rodriguez*a  

* Corresponding authors

a UMR CNRS 6263 iSm2, Aix-Marseille Université, Centre Saint Jérôme, service 531, 13397 Marseille Cedex 20, France
E-mail: jean.rodriguez@univ-cezanne.fr, damien.bonne@univ-cezanne.fr
Fax: (+33) 491 289 187
Tel: (+33) 491 289 187

Abstract

A new method has been developed for the enantioselective synthesis of highly functionalised cyclopentanes bearing up to three stereogenic centres with very high stereoselectivity. This one-pot process combines an enantioselective organocatalytic Michael addition with a highly diastereoselective [3+2]-cycloaddition–fragmentation step.

Graphical abstract: One-pot asymmetric cyclocarbohydroxylation sequence for the enantioselective synthesis of functionalised cyclopentanes

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Article information

DOI
https://doi.org/10.1039/C0CC01940B
Article type
Communication
Submitted
17 Jun 2010
Accepted
26 Jul 2010
First published
27 Aug 2010

Chem. Commun., 2010,46, 7247-7249

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One-pot asymmetric cyclocarbohydroxylation sequence for the enantioselective synthesis of functionalised cyclopentanes

W. Raimondi, G. Lettieri, J. Dulcère, D. Bonne and J. Rodriguez, Chem. Commun., 2010, 46, 7247 DOI: 10.1039/C0CC01940B

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