Conclusions
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1.
The occurrence of an oxygen rearrangement of esters of aromatic and unsaturated acids necessitates the formation of a cyclic six-membered ion M-R, where R is the alkyl group of the ester.
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2.
The presence of a heteroatom in theα-position to the carbonyl group in analogs ofβ-phenylpropionic acid does not prevent the occurrence of an oxygen rearrangement, while replacement of theβ-methylene group by a heteroatom suppresses this process.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2207–2212, October, 1971.
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Kadentsev, V.I., Chizhov, O.S., Yanovskaya, L.A. et al. The oxygen rearrangement of esters of aromatic and unsaturated acids. Russ Chem Bull 20, 2086–2090 (1971). https://doi.org/10.1007/BF00851255
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DOI: https://doi.org/10.1007/BF00851255