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Divergent Synthesis of Functionalized Pyrrolidines and γ-Amino Ketones by Rhodium-Catalyzed Switchable Reactions of Vinyl Aziridines and Silyl Enol Ethers

Abstract

The control of reaction pathways for selective and enantiospecific synthesis of functionalized pyrrolidines and γ-amino ketones have been realized. Rhodium-catalyzed [3+2] cycloadditions of vinylaziridines and enolsilanes with a bulky silyl group gave functionalized pyrrolidines with moderate to excellent diastereoselectivities, while the reaction of silyl enol ethers with a less bulky silyl group afforded chiral γ-amino ketones in good yields.

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Publication details

The article was received on 12 Jan 2018, accepted on 08 Feb 2018 and first published on 08 Feb 2018


Article type: Communication
DOI: 10.1039/C8CC00279G
Citation: Chem. Commun., 2018, Accepted Manuscript
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    Divergent Synthesis of Functionalized Pyrrolidines and γ-Amino Ketones by Rhodium-Catalyzed Switchable Reactions of Vinyl Aziridines and Silyl Enol Ethers

    J. Zhang, C. Zhu and J. Feng, Chem. Commun., 2018, Accepted Manuscript , DOI: 10.1039/C8CC00279G

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