Summary
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1.
The condensation of the bromo compound (I) with excess of sodioacetoacetic ester was studied, and it was shown that reaction goes with formation mainly of ethyl 2,3,4-trimethyl-1, 3-cyclopentadiene-1-carboxylate.
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2.
The possible mechanism of this reaction and its reaction to the configuration of the original bromo compound are discussed
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M. V. Mavrov and V. F. Kucherov, Izv. AN SSSR. Ser. khim.,1964, No. 9.
G. Eglinton and M. C. Whiting, J. Chem. Soc.,1953, 3052.
B. A. Rudenko and V. F. Kucherov, Dokl. AN SSSR.145, 577 (1962).
A. I. Hill and F. Tyson, J. Amer. Chem. Soc.,50, 172 (1928).
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Translated from Izvestiya Akademii Nauk SSSR, Seria Khimicheskaya, No. 10, pp. 1820–1827, October, 1964
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Mavrov, M.V., Kucherov, V.F. Chemistry of polyenic and polacetylenic compounds Communication 11. Intramolecular cyclization of butene derivatives. Russ Chem Bull 13, 1725–1730 (1964). https://doi.org/10.1007/BF00849436
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DOI: https://doi.org/10.1007/BF00849436