Synfacts 2008(8): 0860-0860  
DOI: 10.1055/s-2008-1077892
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Cu-Catalyzed Synthesis of Esters from Ketones

Contributor(s): Paul Knochel, Andrei Gavryushin
Y. Nakatani, Y. Koizumi, R. Yamasaki, S. Saito*
Tokyo University of Science, Japan
Further Information

Publication History

Publication Date:
23 July 2008 (online)

Significance

This reaction represents an interesting and rather unusual example of the catalytic cleavage of a carbon-carbon single bond by a transition-metal complex. Isopropyl ketones are the most suitable substrates for this reaction. The method can be readily applied to heterocyclic ketones. As an isobutyryl group can be introduced by a direct acylation, this sequence is a useful method for a straightforward preparation of aryl and hetaryl carboxylates. This oxidation method is complementary to the Bayer-Williger reaction, which gives phenol esters from aryl ketones.