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Access to High Levels of Molecular Complexity by One-Pot Iridium/Enamine Asymmetric Catalysis

Authors

  • Adrien Quintard,

    1. Département de chimie organique, Université de Genève, Quai Ernest Ansermet 30, 1211 Genève 4 (Switzerland), Fax: (+41) 22-379-3215
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  • Prof. Dr. Alexandre Alexakis,

    Corresponding author
    1. Département de chimie organique, Université de Genève, Quai Ernest Ansermet 30, 1211 Genève 4 (Switzerland), Fax: (+41) 22-379-3215
    • Département de chimie organique, Université de Genève, Quai Ernest Ansermet 30, 1211 Genève 4 (Switzerland), Fax: (+41) 22-379-3215
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  • Dr. Clément Mazet

    Corresponding author
    1. Département de chimie organique, Université de Genève, Quai Ernest Ansermet 30, 1211 Genève 4 (Switzerland), Fax: (+41) 22-379-3215
    • Département de chimie organique, Université de Genève, Quai Ernest Ansermet 30, 1211 Genève 4 (Switzerland), Fax: (+41) 22-379-3215
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  • This research was supported by the State Secretariat for Education and Research and the Swiss National Science Foundation.

Abstract

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Independent workers with team spirit: A catalytic sequence that exploits the compatibility of (chiral) cationic iridium catalysts for the isomerization of primary allylic alcohols to aldehydes with organocatalysts has been developed for the highly enantioselective α functionalization of aldehydes (see scheme: up to 66 % yield, d.r. 49:1, 99 % ee). The reaction displayed useful generality with respect to both the nucleophile and the electrophile.

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