Canadian Journal of Chemistry p. 154 - 159 (1982)
Update date:2022-07-30
Topics:
Lee-Ruff, Edward
Hopkinson, Alan C.
Kazarians-Moghaddam, Hira
Gupta, Brij
Katz, Morris
Acid-catalyzed reactions of 8-aryl or 8,8-diarylbicyclo<4.2.0>oct-2-en-7-ols lead to tetrahydrophenanthrene derivatives.For example 8-(1-naphthyl)-bicyclo<4.2.0>oct-2-en-7-ols give substituted chrysenes in methanesulphonic acid.In the case of the homologous 7-aryl or 7,7-diarylbicyclo<3.2.0>hept-2-en-6-ols a novel transformation of diarylmethanes is observed.A mechanism is proposed which accounts for the product distribution observed in these rearrangements.
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