Abstract
The reaction of trans-diepoxyketones with methanol in the presence of boron trifluoride etherate leads to tetrahydropyran-4-ones and/or tetrahydrofuran-3-ones. The size of the heterocycle forming depends on the direction in which the alkylsubstituted — epoxide ring opens and is determined by the relative configuration of the chiral centers of the epoxide rings.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1172–1177, September, 1989.
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Zvonok, A.M., Kuz'menok, N.M. & Stanishevskii, L.S. Reaction of α,Β,α′,Β′ -diepoxyketones with methanol in the presence of boron trifluoride etherate. Chem Heterocycl Compd 25, 978–983 (1989). https://doi.org/10.1007/BF00487294
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DOI: https://doi.org/10.1007/BF00487294