A selective method for the synthesis of 3-(alk-2-yn-1-yl)-1,3-oxazolidines has been developed by the reaction of bis(oxazolidin-3-yl)methanes with terminal acetylenes with copper-containing catalysts. The reaction of terminal acetylenes with optically active bis((4R)-4-ethyl-1,3-oxazolidin-yl)methane led to the formation of (4R)-3-(2-alkynyl)-4-ethyl-1,3-oxazolidines.
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This work was supported by the Federal Agency for Science and Innovation (grant from the President of the Russian Federation NSh02136.2014.3), the Russian Foundation for Basic Research (projects 14-03-00240-a, 13-03-12027ofi_m, and 14-03-97032-p_Povolzh’e_a), and the Government of the Russian Federation (stipends from the President of the Russian Federation for young scientists and aspirants (SP-2161.2012.4)).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 788-796, May, 2014.
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Khabibullina, G.P., Yanybin, V.M., Ibragimov, A.G. et al. Synthesis of 3-(Alk-2-yn-1-yl)-1,3-Oxazolidines Using Copper-Containing Catalysts. Chem Heterocycl Comp 50, 726–733 (2014). https://doi.org/10.1007/s10593-014-1527-y
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DOI: https://doi.org/10.1007/s10593-014-1527-y