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Issue 19, 2018
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Divergent synthesis of functionalized pyrrolidines and γ-amino ketones via rhodium-catalyzed switchable reactions of vinyl aziridines and silyl enol ethers

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Abstract

The control of reaction pathways for selective and enantiospecific synthesis of functionalized pyrrolidines and γ-amino ketones has 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.

Graphical abstract: Divergent synthesis of functionalized pyrrolidines and γ-amino ketones via rhodium-catalyzed switchable reactions of vinyl aziridines and silyl enol ethers

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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., 2018,54, 2401-2404
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    Divergent synthesis of functionalized pyrrolidines and γ-amino ketones via rhodium-catalyzed switchable reactions of vinyl aziridines and silyl enol ethers

    C. Zhu, J. Feng and J. Zhang, Chem. Commun., 2018, 54, 2401
    DOI: 10.1039/C8CC00279G

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