Issue 21, 2016
From the journal:

RSC Advances

Gold/gallium-catalyzed annulation of 1,3-dicarbonyl compounds and cyclopropylacetylenes for synthesis of substituted cyclopentenes†

Boliang Dong,‡ab   Yumeng Xi,‡b   Yijin Su,b   Novruz G. Akhmedov,b   Jeffrey L. Petersenb  and  Xiaodong Shi*a  

* Corresponding authors

a Department of Chemistry, University of South Florida, Tampa, FL 33620, USA
E-mail: xmshi@usf.edu

b C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, WV 26506, USA

Abstract

An efficient synthesis of substituted cyclopentenes through gold/gallium-catalyzed annulation of 1,3-dicarbonyl compounds and cyclopropylacetylenes is achieved. This tandem reaction consists of a gold-catalyzed Nakamura reaction, a catalytic dienol–enone tautomerization, and a gallium-catalyzed vinylcyclopropane (VCP) rearrangement.

Graphical abstract: Gold/gallium-catalyzed annulation of 1,3-dicarbonyl compounds and cyclopropylacetylenes for synthesis of substituted cyclopentenes

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Article information

DOI
https://doi.org/10.1039/C6RA00896H
Article type
Communication
Submitted
11 Jan 2016
Accepted
03 Feb 2016
First published
04 Feb 2016

RSC Adv., 2016,6, 17386-17389

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Gold/gallium-catalyzed annulation of 1,3-dicarbonyl compounds and cyclopropylacetylenes for synthesis of substituted cyclopentenes

B. Dong, Y. Xi, Y. Su, N. G. Akhmedov, J. L. Petersen and X. Shi, RSC Adv., 2016, 6, 17386 DOI: 10.1039/C6RA00896H

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