Mimicking Fructose and Rhamnulose Aldolases: Organocatalytic syn-Aldol Reactions with Unprotected Dihydroxyacetone

Authors

  • S. S. V. Ramasastry Dr.,

    1. The Skaggs Institute for Chemical Biology and the Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA, Fax: (+1) 858-784-2583
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  • Klaus Albertshofer,

    1. The Skaggs Institute for Chemical Biology and the Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA, Fax: (+1) 858-784-2583
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  • Naoto Utsumi Dr.,

    1. The Skaggs Institute for Chemical Biology and the Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA, Fax: (+1) 858-784-2583
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  • Fujie Tanaka Prof. Dr.,

    1. The Skaggs Institute for Chemical Biology and the Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA, Fax: (+1) 858-784-2583
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  • Carlos F. Barbas III Prof. Dr.

    1. The Skaggs Institute for Chemical Biology and the Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA, Fax: (+1) 858-784-2583
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  • This study was supported in part by The Skaggs Institute for Chemical Biology.

Abstract

original image

Nachahmende Amine: Aminosäuren mit primären Aminfunktionen katalysieren syn-selektive asymmetrische Aldolreaktionen zwischen nichtgeschütztem Dihydroxyaceton und mehreren aromatischen und aliphatischen Aldehyden (siehe Schema). Die vorgestellte Strategie ahmt die Wirkung der L-Rhamnulose-1-phosphat- und D-Fructose-1,6-Diphosphat-Aldolasen nach.

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