Summary
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1.
In the condensation of 1-(2-acetoxyvinyl)-3,4-dihydro-6-methoxynaphthalene (I) with citraconic anhydride and with 2,5-dimethyl-p-benzoquinone the tetracyclic compounds (II) and (VI) with an angular methyl group in the 13-position, as in natural hormones, were formed.
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2.
The presence of a methyl group at the double bond of the dienophile leads to the elimination of the elements of acetic acid and the formation of a Δ11 bond.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya No. 11, pp. 2021–2028, November, 1964
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Sorkina, T.I., Zaretskaya, I.I. & Torgov, I.V. Condensation of 1-(2-a cetoxyvinyl)-3,4-dihydro-6 -methoxynaphthalene with citraconic anhydride and with 2, 5-dimethyl-p-benzoquinone. Russ Chem Bull 13, 1919–1924 (1964). https://doi.org/10.1007/BF00844488
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DOI: https://doi.org/10.1007/BF00844488