Issue 17, 2009
From the journal:

Chemical Communications

Ambiphilic allenes: synthesis and reactivity†

David Tejedor,*ab   Gabriela Méndez-Abt,ab   Javier González-Platas,c   Miguel A. Ramírezd  and  Fernando García-Tellado*ab  

* Corresponding authors

a Instituto de Productos Naturales y Agrobiología, CSIC, Astrofísico Francisco Sánchez 3, La Laguna, Tenerife, Spain
E-mail: dtejedor@ipna.csic.es, fgarcia@ipna.csic.es

b Instituto Canario de Investigación del Cáncer, Spain
Web: http://www.icic.es

c Servicio de Difracción de Rayos X, Departamento de Física Fundamental II, Universidad de La Laguna, Astrofísico Francisco Sánchez 2, La Laguna, Tenerife, Spain

d Instituto Universitario de Bioorgánica Antonio González, Universidad de La Laguna, Astrofísico Francisco Sánchez 2, La Laguna, Tenerife, Spain

Abstract

Ambiphilic allenes are generated by an organocatalyzed domino reaction of alkyl propiolates and aromatic 1,2-diketones; in the absence of any external chemical agent, these allenes perform a thermally-driven dimerization reaction to generate the corresponding fully-substituted cyclobutanes in a regio- and highly stereoselective manner.

Graphical abstract: Ambiphilic allenes: synthesis and reactivity

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Article information

DOI
https://doi.org/10.1039/B819613C
Article type
Communication
Submitted
04 Nov 2008
Accepted
06 Feb 2009
First published
11 Mar 2009

Chem. Commun., 2009, 2368-2370

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Ambiphilic allenes: synthesis and reactivity

D. Tejedor, G. Méndez-Abt, J. González-Platas, M. A. Ramírez and F. García-Tellado, Chem. Commun., 2009, 2368 DOI: 10.1039/B819613C

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