Condensed cyclic and bridged-ring systems. Part 15. Acid-catalyzed intramolecular alkylations in 1-diazoacetyl-1,2,3,4-tetrahydro-9- methoxy-1-methylphenanthrenes

Pal, Sitaram ; Banik, Bimal K. ; Ghatak, Usha Ranjan (1994) Condensed cyclic and bridged-ring systems. Part 15. Acid-catalyzed intramolecular alkylations in 1-diazoacetyl-1,2,3,4-tetrahydro-9- methoxy-1-methylphenanthrenes Journal of the Chemical Society, Perkin Transactions 1 (8). pp. 1105-1110. ISSN 0300-922X

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/1994...

Related URL: http://dx.doi.org/10.1039/P19940001105

Abstract

The acid-catalysed reaction of the 1-diazoacetyltetrahydrophenanthrene 1a and the three new related diazoketones 1b-d gave, in addition to the respective bridged ketones 2a-d and the pentaleno annelated ketones 3a-d, the acephenanthrones 4a-d, which were also prepared in excellent yield by the rhodium(II) acetate-induced reaction of the diazoketones.

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