Abstract
N-Substituted amino acids with a norbornene fragment were synthesized by the direct fusion of amino acids with endic anhydride at 150°C. The synthesized compounds were used for one-pot synthesis of novel stable allenes with an exocyclic cumulene group derived from l-phenyl-3-(triphenylphosphoranylidene)-pyrrolidine-2,5-dione has been carried out.
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References
Modern Allene Chemistry, Krause, N. and Hashmi, A.S.K., Eds., Weinheim: Wiley-VCH, 2004, vols. 1, 2.
Hoffmann-Roeder, A., and Krause, N., Angew. Chem., Int Ed., 2004, vol. 43, p. 1196. doi https://doi.org/10.1002/anie.200300628
Rivera-Fuentes, P. and Diederich, F., Angew. Chem., Int. Ed., 2012, vol. 51, p. 2818 doi https://doi.org/10.1002/anie.201108001
Alcaide, B. and Almendros, P., Chem. Soc. Rev., 2014, vol. 43, p. 2886. doi https://doi.org/10.1039/C4CS90020K
Pinho e Melo, T.M.V.D., Monatsh. Chem., 2011, vol. 142, p. 681. doi https://doi.org/10.1007/s00706-011-05057
Dembitsky, M.V. and Maoka, T., Prog. Lipid Res., 2007, vol. 46, p. 328. doi https://doi.org/10.1016/j.plipres.2007.07.001
Zemlicka, J., Biochim. Biophys.Acta, 2002, vol. 1587, p. 276. doi https://doi.org/10.1016/S0925-4439(02)00090-X
Zemlicka, J., Nucleosides and Nucleotides as Antitumor and Antiviral Agents. Chu, C.K. and Baker, D.C., Eds., New York: Plenum, 1993.
Hosokawa, M, Wanezaki, S., Miyauchi, K., Kurihara, H., Kohno, H., Kawabata, J., Odashima, S., and Takahashi, K., Food Sci Technol Res., 1999, vol. 5, p. 243.
Kim, K.-N., Ann, G., Heo, S.-J., Kang, S.-M, Kang, M.-C, Yang, H.-M, Kim, D., Roh, S.W., Kim, S.-K., Jeon, B.-T., Park, P.-J., Jung, W.-K., and Jeon, Y.-J., Environ. Toxicol. Phar., 2013, vol. 35, p. 39. doi https://doi.org/10.1016/j.etap.2012.10.002
Kotake-Nara, E., Kushiro, M., Zhang, H., Sugawara, T., Miyashita, K., and Nagao, A., J. Nutr., 2001, vol. 131, p. 3303. doi https://doi.org/10.1093/jn/131.12.3303
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The spectral part of the research was performed on the equipment of the Center for Collective Use, Ufa Institute of Chemistry, Russian Academy of Sciences (RAS).
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Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 5, pp. 743–747.
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Mukhametyanova, A.F., Sakhautdinov, I.M., Nugumanov, T.R. et al. Synthesis of Novel Exocyclic Allenes with a Norbornene Fragment. Russ J Org Chem 55, 646–649 (2019). https://doi.org/10.1134/S1070428019050105
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DOI: https://doi.org/10.1134/S1070428019050105