Journal of the Chemical Society. Chemical communications p. 1183 - 1184 (1980)
Update date:2022-07-30
Topics:
Takaki, Ken
Okada, Michikazu
Yamada, Michio
Negoro, Kenji
Reactions of 3-phenylthiobut-3-en-2-one with enolate anions of cyclohexanone and cyclopentanone gave good yields of 8a-hydroxy-3-phenylthio-2-decalone and 3a-hydroxy-6-phenylthiohexahydroindan-5-one which were readily converted into 5,6,7,8-tetrahydro-2-naphthol and indan-5-ol, respectively, on exposure to toluene-p-sulphonic acid: a similar reaction of the enolate of cycloheptanone and subsequent treatment with sodium ethoxide gave 2-hydroxy-5,6,7,8-tetrahydrobenzocycloheptene.
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