Abstract
2-Methylene-3-oxoquinuclidine (I) reacts with alcohols without acidic or alkaline catalysts to give 2-alkoxymethyl-3-oxoquinuclidines. In the case of protonation of I by weak acids (benzoic and barbituric acids) water molecules do not add to the double bond. Condensed heterocyclic systems that include the quinuclidine ring were obtained on the basis of 2-hydroxymethyl-3-hydroxy-Δ2-dehydroquinuclidine.
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V. A. Bondarenko, E. E. Mikhlina, T. Ya. Filipenko, K. F. Turchin, Yu. N. Sheinker, and L. N. Yakhontov, Khim. Geterotsikl. Soedin., No. 10, 1393 (1979).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 948–951, July, 1981.
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Bondarenko, V.A., Turchin, K.F., Mikhlina, E.E. et al. Reaction of 2-methylene-3-oxoquinuclidine with water, alcohols, and organic acids. Chem Heterocycl Compd 17, 702–705 (1981). https://doi.org/10.1007/BF00506040
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DOI: https://doi.org/10.1007/BF00506040