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Synfacts 2009(4): 0435-0435  
DOI: 10.1055/s-0028-1087833
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Scandium-Catalyzed Homologation of Cycloalkanones with Diazo Compounds

Contributor(s): Paul Knochel, Andreas J. Wagner
D. C. Moebius, J. S. Kingsbury*
Boston College, Chestnut Hill, USA
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Publication History

Publication Date:
23 March 2009 (online)

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Significance

The catalytic use of scandium(III) salts as Lewis acids allows the ring expansion of cyclic aliphatic ketones by carbon insertion from the reaction with diazo compounds obtained from ketones or aldehydes. The resulting monoalkylated or spiro ketones are obtained in very good yields.