Summary
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1.
The hydration of ethylenic acetylenic alcohols in presence of mercuric acetate in acetic acid is not accompanied by secondary isomerization processes and gives the corresponding unsaturated α-ketol acetic esters in high yields.
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2.
The pyrolysis of the acetic esters of 3-hydroxy-3,4-dimethyl-4-penten-2-one (II) and 3-hydroxy-4hexen-2-one (XIII) was studied, and the dienes (V) and (XIV) were obtained in satisfactory yields.
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V. F. Kucherov, A. I. Kuznetsova, M. V. Mavrov, and E. F. Alekseev, Izv. AN SSSR. Otd. khim. n. 484 (1962).
V. F. Kucherov and G. M. Nikolaev, Izv. AN SSSR. Otd. khim. n, 632 (1961).
A. P. Meshcheryakov and L. V. Petrova, Izv. AN SSSR. Otd. khim. n. 1057 (1955).
A. E. Gillam and E. S. Stern, Electronic Absorption Spectra of Organic Compounds [Russian translation], IL Moscow (1957).
E. A. Braude, E. R. H. Jones, H. P. Koch et al., J. Chem. Soc. 1890 (1949).
I. M. Heilbron and E. R. H. Jones, J. Chem. Soc. 54 (1946).
T. Cuvigny and H. Normant, Bull. Soc. chim., N 3, 515 (1960).
A. N. Pudovik, Izv. AN SSSR. Otd. khim. n. 529 (1948).
I. M. Dblgopol'skii, Zh. obshch. khimii17, 1695 (1947).
B. Helferich, Ber.52, 1800 (1919);55, 702 (1922); L. N. Owen, Ann. Reports42, 161 (1945).
R. Adams and T. R. Govindachari, J. Amer. Chem. Soc.72, 158 (1950).
E. M. McMahon, J. N. Roper, W. P. Utermahlen, et al., J. Amer. Chetn. Soc.70, 2971 (1948).
McLamore, J. Organ Chem.19, 570 (1954).
I. N. Nazarov, I. L. Kotlyarevskii, and V. F. Ryabchenko, Zh. obshch. khimii23, 1900 (1953).
E. R. H. Jones and J. F. McCombie, J. Chem. Soc.733 (1942).
T. Reichstein, H. Zschokke, and W. Syz, Helv. chim. acta15, 1113 (1932).
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Mavrov, M.V., Kucherov, V.F. Chemistry of polyenic and polyacetylenic compounds. Russ Chem Bull 11, 1190–1196 (1962). https://doi.org/10.1007/BF00908398
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DOI: https://doi.org/10.1007/BF00908398