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Chemistry of dihydroresorcinol

Communication 6. A new method for the synthesis of phenanthrene derivatives from dihydroresorcemol

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

Hydrolysis of 2-(β -cyclohexylideneethyl)dihydroresorcinol (II) gives an unsaturated keto acid (VIII) which is converted by a double cyclization under the influence of polyphosphoric acid to 1-keto-Δ9,11,13 -octahydrophenanthrene (XV). This series of reactions can be useful for the synthesis of polycyclic compounds related to steroids.

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Literature cited

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Zav'yalov, S.I., Gunar, V.I. & Kudryavtseva, L.F. Chemistry of dihydroresorcinol. Russ Chem Bull 9, 1865–1868 (1960). https://doi.org/10.1007/BF00907747

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  • DOI: https://doi.org/10.1007/BF00907747

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