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Total Synthesis of Lincomycin and Related Chemistry

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Recent Progress in the Chemical Synthesis of Antibiotics

Abstract

The presented review describes total syntheses directed towards 6-amino-6,8-dideoxy-D-erythro-D- galacto-octose, commonly named lincosamine – the sugar component of the antibiotic lincomycin. In the first part we present total syntheses of lincosamine that start from carbohydrate precursors. The D-galactose-derived aldehyde is the most frequently used synthon. In the second part, total syntheses of lincosamine from non-carbohydrate precursors are presented. This part of the review is divided into two subsections. The first one groups syntheses based on the application of furan compounds. In the second one we present a hetero-Diels-Alder approach to the synthesis of lincosamine.

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Author information

Authors and Affiliations

  1. Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44, 01-224, Warszawa, Poland

    Adam Gołebiowski & Janusz Jurczak

Authors
  1. Adam Gołebiowski
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  2. Janusz Jurczak
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Editors and Affiliations

  1. Institut de Chimie des Substances Naturelles du C.N.R.S., Avenue de la Terrasse, F-91198, Gif-sur-Yvette Cedex, France

    G. Lukacs (Directeur de Recherche C.N.R.S.) (Directeur de Recherche C.N.R.S.)

  2. University of Tokyo, 7-3-1 Hongo, Bunkyo-ku Tokyo 113, Japan

    M. Ohno

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© 1990 Springer-Verlag Berlin Heidelberg

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Gołebiowski, A., Jurczak, J. (1990). Total Synthesis of Lincomycin and Related Chemistry. In: Lukacs, G., Ohno, M. (eds) Recent Progress in the Chemical Synthesis of Antibiotics. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-75617-7_10

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  • DOI: https://doi.org/10.1007/978-3-642-75617-7_10

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-75619-1

  • Online ISBN: 978-3-642-75617-7

  • eBook Packages: Springer Book Archive

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