Issue 39, 2011

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

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

Supplementary files

Article information

Article type
Communication
Submitted
28 Jul 2011
Accepted
18 Aug 2011
First published
06 Sep 2011

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

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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