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Synthesis and nonchair conformations of 2,2-disubstituted 4,4-dimethyl-1, 3-dioxanes

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The fundamental possibility of the synthesis of 2-substituted 1,3-dioxanes by reaction of 1,3-dioxanium perchlorates with organometallic compounds is demonstrated. A method for the synthesis of acyl derivatives of heterocycles was developed on the basis of these compounds. The existence of 2,2,4,4-substituted 1,3-dioxanes in the twist conformation was shown by 1H NMR spectroscopy; the twist conformation is explained by the effect of nonbonded 1,3-syn-axial interactions.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1172–1179, September, 1978.

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Zelikman, Z.I., Samitov, Y.Y., Kosulina, T.P. et al. Synthesis and nonchair conformations of 2,2-disubstituted 4,4-dimethyl-1, 3-dioxanes. Chem Heterocycl Compd 14, 940–947 (1978). https://doi.org/10.1007/BF00509546

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  • DOI: https://doi.org/10.1007/BF00509546

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