Conclusions
Etherification of the hydroxyl group, found on the carbon atom attached to the aromatic radical, occurs when aralkyl primary and secondary-tertiary diacetylenic glycols are treated with 4% alcoholic sulfuric acid solution. In the presence of 18% H2SO4 solution, glycols that contain two aromatic substituents on a tertiary carbon atom undergo anionotropic acetylene-allene isomerization. Under the reaction conditions the intermediately formed enyne keto alcohols are converted to 6-(β,β-diphenylvinyt)2,3-di-hydro-γ-pyranones.
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M. F. Shostakovskii, T. A. Favorskaya, A. S. Medvedeva, G. G. Chichkareva, and V. I. Skorobogatova, Zh. Org. Khim.,6, 2383 (1970).
M. F. Shostakovskii, T. A. Favorskaya, A. S. Medvedeva, and G. G. Chichkareva, ibid.,7, 33 (1971).
M. F. Shostakovskii, T. A. Favorskaya, A. S. Medvedeva, M. M. Demina, and L. P. Safronova, Izv. Akad. Nauk SSSR, Ser. Khim., 2129 (1968).
M. F. Shostakovskii, T. A. Favorskaya, A. S. Medvedeva, and M. M. Démina, Zh. Org. Khim.,6, 435 (1970).
A. V. Bogdanova, G. P. Kugatova-Shemyakina, A. N. Volkov, and T. A. Ivanova, ibid.,2, 831 (1966).
I. N. Azerbaev, T. G. Sarbaev, K. B. Erzhanov, and F. T. Sadykova, Izv. Akad. Nauk KazSSR, Ser. Khim., 73 (1967).
A. N. Popova, Uch. Zap. Leningr. Gos. Ped. Inst. im. A. I. Gertsena,160, 131 (1959).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 366–369, February, 1974.
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Medvedeva, A.S., Demina, M.M. & Voronkov, M.G. Transformation of unsymmetrical diacetylenic glycols of aralkyl series under the influence of sulfuric acid. Russ Chem Bull 23, 332–334 (1974). https://doi.org/10.1007/BF00924681
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DOI: https://doi.org/10.1007/BF00924681