Ketone synthesis by intramolecular acylation of organorhodium(I) with ester

Tomoya Miura; Taisuke Sasaki; Hiroki Nakazawa; Masahiro Murakami

doi:10.1021/ja043123i

Ketone synthesis by intramolecular acylation of organorhodium(I) with ester

J Am Chem Soc. 2005 Feb 9;127(5):1390-1. doi: 10.1021/ja043123i.

Authors

Tomoya Miura¹, Taisuke Sasaki, Hiroki Nakazawa, Masahiro Murakami

Affiliation

¹ Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto 615-8510, Japan.

PMID: 15686368
DOI: 10.1021/ja043123i

Abstract

New cyclization reactions forming cyclic ketones were developed wherein an intermediate organorhodium(I) species underwent intramolecular acylation with an ester group. A 2-norbornanone skeleton is constructed in a single operation through successive multiple carbon-carbon bond formation. The reactions ended up with generation of an alkoxyrhodium(I) species to promote the next catalytic cycle.