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ω-Ethylenic Allylic Substrates as Alternatives to Cyclic Substrates in Copper- and Iridium-Catalyzed Asymmetric Allylic Alkylation

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    ω-Ethylenic Allylic Substrates as Alternatives to Cyclic Substrates in Copper- and Iridium-Catalyzed Asymmetric Allylic Alkylation
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    Department of Organic Chemistry, University of Geneva, 30, quai Ernest Ansermet CH-1211, Geneva 4, Switzerland
    [email protected]
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    Organic Letters

    Cite this: Org. Lett. 2010, 12, 6, 1156–1159
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    https://doi.org/10.1021/ol100162y
    Published February 18, 2010
    Copyright © 2010 American Chemical Society
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    Abstract

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    A new strategy to access highly enantioenriched cyclic compounds (up to 98%) is proposed using ω-ethylenic allylic substrates through a one-pot asymmetric allylic alkylation and ring-closing metathesis. Such starting compounds can be seen as synthetic equivalents of cyclic allylic substrates.

    Copyright © 2010 American Chemical Society

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    Experimental procedures, 1H and 13C spectra, and chiral separations for compounds. This material is available free of charge via the Internet at http://pubs.acs.org.

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    Cited By

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    This article is cited by 33 publications.

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    33. Francesca Giacomina, David Riat, Alexandre Alexakis. ChemInform Abstract: ω‐Ethylenic Allylic Substrates as Alternatives to Cyclic Substrates in Copper‐ and Iridium‐Catalyzed Asymmetric Allylic Alkylation.. ChemInform 2010, 41 (30) https://doi.org/10.1002/chin.201030045
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    Organic Letters

    Cite this: Org. Lett. 2010, 12, 6, 1156–1159
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ol100162y
    Published February 18, 2010
    Copyright © 2010 American Chemical Society
    Request reuse permissions

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