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Synthesis of 2-(2-hetaryl)-6-hydroxy-3-(R-amino)-2-hexenenitriles

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Chemistry of Heterocyclic Compounds Aims and scope

The reaction of 2-hetaryl-2-(tetrahydrofuran-2-ylidene)acetonitriles and 6-chloro-2-(2-hetarylidene)-3-oxohexanenitriles with amines was studied. It was shown that the reaction of primary aliphatic amines with 6-chloro-2-(2-hetarylidene)-3-oxohexanenitriles takes place through a stage involving the formation of 2-hetaryl-2-(tetrahydrofuran-2-ylidene)acetonitriles followed by opening of the furanylidene fragment of the latter and the formation of 2-(2-hetaryl)-6-hydroxy-3-(R-amino)-2-hexenenitriles.

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Correspondence to O. V. Khilya.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1891–1902, December, 2012.

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Khilya, O.V., Volovnenko, T.A., Turov, A.V. et al. Synthesis of 2-(2-hetaryl)-6-hydroxy-3-(R-amino)-2-hexenenitriles. Chem Heterocycl Comp 48, 1770–1780 (2013). https://doi.org/10.1007/s10593-013-1208-2

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