Rhodium(I)-catalyzed vinylation/[2 + 1] carbocyclization of 1,6-enynes with α-diazocarbonyl compounds

Junmin Huang; Xinwei Hu; Fengjuan Chen; Jiao Gui; Wei Zeng

doi:10.1039/C9OB01028A

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Rhodium(i)-catalyzed vinylation/[2 + 1] carbocyclization of 1,6-enynes with α-diazocarbonyl compounds†

Junmin Huang,‡^a Xinwei Hu,‡^a Fengjuan Chen,^a Jiao Gui^a and Wei Zeng

*^a

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* Corresponding authors

^a Key Laboratory of Functional Molecular Engineering of Guangdong Province, Guangdong Engineering Research Center for Green Fine Chemicals, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, China
E-mail: zengwei@scut.edu.cn
Fax: (+86)-20-2223-6337

Abstract

A sequential Rh(I)-catalyzed vinylation/[2 + 1]carbocyclization between enynes and diazo compounds has been developed. This transformation features a wide range of enynes and acceptor/acceptor diazo compounds, providing easy access to versatile vinyl-substituted azabicyclo[3.1.0]hexanes having a broad tolerance to functional groups.

This article is part of the themed collection: Synthetic methodology in OBC

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DOI: https://doi.org/10.1039/C9OB01028A
Article type: Paper
Submitted: 05 May 2019
Accepted: 01 Jul 2019
First published: 02 Jul 2019

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Org. Biomol. Chem., 2019,17, 7042-7054

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Rhodium(I)-catalyzed vinylation/[2 + 1] carbocyclization of 1,6-enynes with α-diazocarbonyl compounds

J. Huang, X. Hu, F. Chen, J. Gui and W. Zeng, Org. Biomol. Chem., 2019, 17, 7042 DOI: 10.1039/C9OB01028A

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Organic & Biomolecular Chemistry

Rhodium(i)-catalyzed vinylation/[2 + 1] carbocyclization of 1,6-enynes with α-diazocarbonyl compounds†

Abstract

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Rhodium(I)-catalyzed vinylation/[2 + 1] carbocyclization of 1,6-enynes with α-diazocarbonyl compounds

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