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Free radical reactions of carbohydrate derivatives in the synthesis of carbocyclic compounds. 1. Intramolecular C2–C6 cyclization of monosaccharides — A new route to substituted cyclopentanes

  • Organic Chemistry
  • Methods Of Synthesis
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Bulletin of the Russian Academy of Sciences, Division of chemical science Aims and scope

Abstract

The feasibility of adopting a new approach to the preparation of chiral carbocyclic compounds has been demonstrated by experiment. Synthesis was achieved by way of intramolecular free radical C 2 –C 6 cyclization of carbohydrate derivatives, which produced compounds with quaternary C 2 carbon atom having a strictly defined configuration.

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N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117334 Moscow. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 3, pp. 650–657, March, 1992.

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Sviridov, A.F., Kochetkov, N.K. Free radical reactions of carbohydrate derivatives in the synthesis of carbocyclic compounds. 1. Intramolecular C2–C6 cyclization of monosaccharides — A new route to substituted cyclopentanes. Russ Chem Bull 41, 511–516 (1992). https://doi.org/10.1007/BF00863074

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  • DOI: https://doi.org/10.1007/BF00863074

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