Rh(I)-catalyzed Pauson-Khand-type cycloaddition reaction of ene-vinylidenecyclopropanes with carbon monoxide (CO)

Wei Yuan, Xiang Dong, Min Shi, Patrick McDowell, Guigen Li

Research output: Contribution to journalArticle

21 Scopus citations

Abstract

An intramolecular Pauson-Khand type cycloaddition reaction of ene-vinylidenecyclopropanes with carbon monoxide has been established by using [Rh(COD)Cl]2 as the catalyst. The reaction was found to be highly efficient in solvents of 1,2-dichloroethane and 1,1,2,2-tetrachloroethane to give excellent yields of 90-99%. The reaction provides easy access to a series of fused 6,5-ring structures containing spiro-cyclopropane units that are useful for drug design and development. A mechanism of this cycloaddition process has been proposed accounting for structures of resulting products that were unambiguously assigned by X-ray diffractional analysis.

Original languageEnglish
Pages (from-to)5582-5585
Number of pages4
JournalOrganic Letters
Volume14
Issue number21
DOIs
StatePublished - Nov 2 2012

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