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Original Articles

Novel One-step Synthesis and Hepatic Microsomal Metabolism of 16,17-Dihydro-15H-cyclopenta[a]phenanthrene

Pages 275-282 | Published online: 10 Mar 2008
 

Abstract

The title hydrocarbon and its 11-methyl homologue have been synthesised in one-step reactions by titanium tetrachloride induced condensation of 1-naphthylacetaldehydes with the trimethysilyl enol ether of cyclopentanone in yields of the about 20%. Like the 17-ketones of this series, microsomal oxidation of these hydrocarbons occurs mainly in the five-membered ring, and not at all at the electron-rich 6,7-double bond.

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