Mechanism of the gold-catalyzed cyclopropanation of alkenes with 1,6-enynes

Patricia Pérez-Galán; Elena Herrero-Gómez; Daniel T. Hog; Nolwenn J.A. Martin; Feliu Maseras; Antonio M. Echavarrenx

doi:10.1039/c0sc00335b

Mechanism of the gold-catalyzed cyclopropanation of alkenes with 1,6-enynes

Patricia Pérez-Galán, Elena Herrero-Gómez, Daniel T. Hog, Nolwenn J.A. Martin, Feliu Maseras, Antonio M. Echavarrenx

Department of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

68 Citations (Scopus)

Abstract

The gold(I)-catalyzed intermolecular cyclopropanation of alkenes with 1,6-enynes is an electrophilic process, which is mechanistically related to the well-known Simmons-Smith reaction proceeding through zinc carbenoids. This cyclopropanation is stereospecific, even in cases where the reaction was found to proceed stepwise. © The Royal Society of Chemistry 2011.

Original language	English
Pages (from-to)	141-149
Journal	Chemical Science
Volume	2
Issue number	1
DOIs	https://doi.org/10.1039/c0sc00335b
Publication status	Published - 9 May 2011

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Pérez-Galán, P., Herrero-Gómez, E., Hog, D. T., Martin, N. J. A., Maseras, F., & Echavarrenx, A. M. (2011). Mechanism of the gold-catalyzed cyclopropanation of alkenes with 1,6-enynes. Chemical Science, 2(1), 141-149. https://doi.org/10.1039/c0sc00335b

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abstract = "The gold(I)-catalyzed intermolecular cyclopropanation of alkenes with 1,6-enynes is an electrophilic process, which is mechanistically related to the well-known Simmons-Smith reaction proceeding through zinc carbenoids. This cyclopropanation is stereospecific, even in cases where the reaction was found to proceed stepwise. {\textcopyright} The Royal Society of Chemistry 2011.",

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AU - Maseras, Feliu

AU - Echavarrenx, Antonio M.

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AB - The gold(I)-catalyzed intermolecular cyclopropanation of alkenes with 1,6-enynes is an electrophilic process, which is mechanistically related to the well-known Simmons-Smith reaction proceeding through zinc carbenoids. This cyclopropanation is stereospecific, even in cases where the reaction was found to proceed stepwise. © The Royal Society of Chemistry 2011.

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