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Synthesis of racemic sugars and their analogs from dihydropyrans (review)

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

New methods for the synthesis of glycosides of racemic sugars and some of their derivatives from various dihydropyran compounds are discussed. The problems involved in the preparation of 2-alkoxydihydropyrans with multiple bonds in various positions of the ring and problems of the stereospecificity of the epoxidation and hydroxylation of substituted dihydropyrans are examined. The stereospecificity and regiospecificity of opening of the epoxide ring of a large number of epoxytetrahydropyrans were studied in detail. It is shown that dihydropyran compounds are convenient substrates for the preparation of various racemic deoxy sugars, amino deoxy sugars, and their derivatives.

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  1. M. V. Lomonosov Moscow Institute of Fine Chemical Technology, 119435, Moscow

    V. B. Mochalin & A. N. Kornilov

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  1. V. B. Mochalin
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 867–880, July, 1977. 26, 1976.

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Mochalin, V.B., Kornilov, A.N. Synthesis of racemic sugars and their analogs from dihydropyrans (review). Chem Heterocycl Compd 13, 699–709 (1977). https://doi.org/10.1007/BF00470185

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