Issue 39, 2011
From the journal:

Chemical Communications

Facile and chemoselective rhodium-catalysed intramolecular hydroacylation of α,α-disubstituted 4-alkylidenecyclopropanals†

Damien Crépin,a   Coralie Tugny,a   James H. Murraya  and  Christophe Aïssa*a  

* Corresponding authors

a University of Liverpool, Chemistry Department, Crown Street, Liverpool, UK
E-mail: aissa@liverpool.ac.uk
Fax: +44 151 794 3588
Tel: +44 151 795 2170

Abstract

Mild intramolecular hydroacylation of α,α-disubstituted 4-alkylidenecyclopropanals has been developed, avoiding decarbonylation and affording cycloheptenones in good yields. The reaction is chemoselective in favour of the alkylidenecyclopropane moiety when potential alkene or alkyne acceptors are tethered to the substrate.

Graphical abstract: Facile and chemoselective rhodium-catalysed intramolecular hydroacylation of α,α-disubstituted 4-alkylidenecyclopropanals

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Article information

DOI
https://doi.org/10.1039/C1CC14626B
Article type
Communication
Submitted
28 Jul 2011
Accepted
18 Aug 2011
First published
06 Sep 2011

Chem. Commun., 2011,47, 10957-10959

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Facile and chemoselective rhodium-catalysed intramolecular hydroacylation of α,α-disubstituted 4-alkylidenecyclopropanals

D. Crépin, C. Tugny, J. H. Murray and C. Aïssa, Chem. Commun., 2011, 47, 10957 DOI: 10.1039/C1CC14626B

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