Issue 22, 2013
From the journal:

Chemical Communications

Regio- and stereoselective synthesis of 2-cyclopentenones via a hydrogenolysis-terminated Heck cyclization of β-alkylthio dienones†

Bangyu Liu,a   Gang Zheng,a   Xiaocui Liu,a   Cong Xu,a   Jingxin Liua  and  Mang Wang*ab  

* Corresponding authors

a Faculty of Chemistry, Northeast Normal University, Changchun 130024, P. R. China
E-mail: wangm452@nenu.edu.cn
Fax: +86-431-85099759

b State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012, P. R. China

Abstract

Palladium-catalyzed cyclization of β-alkylthio dienone derivatives affords 2-cyclopentenones in a regio- and stereoselective manner in the presence of silane. C–S activation, intramolecular carbopalladation and hydrogenolysis construct the cascade process.

Graphical abstract: Regio- and stereoselective synthesis of 2-cyclopentenones via a hydrogenolysis-terminated Heck cyclization of β-alkylthio dienones

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Article information

DOI
https://doi.org/10.1039/C3CC37571D
Article type
Communication
Submitted
17 Oct 2012
Accepted
30 Jan 2013
First published
30 Jan 2013

Chem. Commun., 2013,49, 2201-2203

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Regio- and stereoselective synthesis of 2-cyclopentenones via a hydrogenolysis-terminated Heck cyclization of β-alkylthio dienones

B. Liu, G. Zheng, X. Liu, C. Xu, J. Liu and M. Wang, Chem. Commun., 2013, 49, 2201 DOI: 10.1039/C3CC37571D

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