Issue 1, 2011
From the journal:

Chemical Science

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

Patricia Pérez-Galán,a   Elena Herrero-Gómez,a   Daniel T. Hog,a   Nolwenn J. A. Martin,a   Feliu Maseras‡a  and  Antonio M. Echavarren§*a  

* Corresponding authors

a Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, Tarragona, Spain
E-mail: aechavarren@iciq.es

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.

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

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Article information

DOI
https://doi.org/10.1039/C0SC00335B
Article type
Edge Article
Submitted
15 Jun 2010
Accepted
30 Jul 2010
First published
21 Sep 2010

Chem. Sci., 2011,2, 141-149

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

P. Pérez-Galán, E. Herrero-Gómez, D. T. Hog, N. J. A. Martin, F. Maseras and A. M. Echavarren, Chem. Sci., 2011, 2, 141 DOI: 10.1039/C0SC00335B

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