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Synthesis and some properties of cyclic acetals of malonaldehyde

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The Lewis acid-catalyzed addition of cyclic orthoformates to vinyl ethyl ether, which leads to the formation of malonaldehyde acetals, was studied. It is shown that of the linear-cyclic malonaldehyde acetals, 2-(2,2-diethoxyethyl)- and 5,5-dimethyl-2-(2,2-diethoxyethyl)-1,3-dioxanes are stable. The transacetalization of 1,1,3,3-tetraethoxypropane with 1,2- and 1,3-diols, which leads to the formation of cyclic malonaldehyde acetals, was studied. The physicochemical constants of the acetals were determined, and their 1H and 13C NMR spectra are described.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 459–463, April, 1983.

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Imashev, U.B., Kalashnikov, S.M. & Gordeeva, G.N. Synthesis and some properties of cyclic acetals of malonaldehyde. Chem Heterocycl Compd 19, 369–373 (1983). https://doi.org/10.1007/BF00516200

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  • DOI: https://doi.org/10.1007/BF00516200

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