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A Multicatalyst System for the One-Pot Desymmetrization/Oxidation of meso-1,2-Alkane Diols

Authors

  • Dr. Christian E. Müller,

    1. Institute of Organic Chemistry, Justus-Liebig University, Heinrich-Buff-Ring 58, 35392 Giessen (Germany), Fax: (+49) 641-9934309
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  • Dr. Radim Hrdina,

    1. Institute of Organic Chemistry, Justus-Liebig University, Heinrich-Buff-Ring 58, 35392 Giessen (Germany), Fax: (+49) 641-9934309
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  • M. Sc. Raffael C. Wende,

    1. Institute of Organic Chemistry, Justus-Liebig University, Heinrich-Buff-Ring 58, 35392 Giessen (Germany), Fax: (+49) 641-9934309
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  • Prof. Dr. Peter R. Schreiner

    Corresponding author
    1. Institute of Organic Chemistry, Justus-Liebig University, Heinrich-Buff-Ring 58, 35392 Giessen (Germany), Fax: (+49) 641-9934309
    • Institute of Organic Chemistry, Justus-Liebig University, Heinrich-Buff-Ring 58, 35392 Giessen (Germany), Fax: (+49) 641-9934309
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Abstract

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Two is better than one: We demonstrate the viability of an organocatalytic reaction sequence along a short peptide backbone that carries two independent catalytic functionalities, which allow the rapid, one-pot acylative desymmetrization and oxidation of meso-alkane-1,2-diols to the corresponding acetylated acetoins with good yields and enantioselectivities (see scheme).

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