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American Chemical Society, Organic Letters, 20(3), p. 3193-3196, 2001

DOI: 10.1021/ol016505r

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Intermolecular Pauson−Khand Reactions of Cyclopropene: A General Synthesis of Cyclopentanones

Journal article published in 2001 by Iolanda Marchueta, Xavier Verdaguer, Albert Moyano, Miquel A. Pericàs ORCID, Antoni Riera ORCID
This paper is available in a repository.
This paper is available in a repository.

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Abstract

[reaction: see text] The Pauson-Khand reaction of cyclopropene with a variety of terminal alkynes has been studied. The best reaction conditions involve NMO activation in CH(2)Cl(2) at -35 degrees C. In this way, 3-substituted-bicyclo[3.1.0]hex-3-en-2-ones have been obtained in good to excellent yields. As a synthetic application, several types of substituted cyclopentenones have been prepared from these cycloadducts by protocols involving conjugate addition and reductive ring opening.