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Synthetic studies on the construction of the fundamental skeleton of erythroxydiol part 10 syntheses of 3a 10a di methyl 3a beta 4a alpha 6a beta 10a alpha 10b beta per hydro cyclo propa j phenanthrene 5 8 dione and 8 alpha benzoyloxy 3a 10a dimethyl 3a beta 4a alpha 6a beta 10a alpha 10b beta per hydro cyclo propa j phenanthren 3 one



Synthetic studies on the construction of the fundamental skeleton of erythroxydiol part 10 syntheses of 3a 10a di methyl 3a beta 4a alpha 6a beta 10a alpha 10b beta per hydro cyclo propa j phenanthrene 5 8 dione and 8 alpha benzoyloxy 3a 10a dimethyl 3a beta 4a alpha 6a beta 10a alpha 10b beta per hydro cyclo propa j phenanthren 3 one



Journal of the Chemical Society Perkin Transactions I (23): 2581-2584



Experiments on the synthesis of the fundamental skeleton of erythroxydiol X, a new rosane-type diterpene from Erythroxylon monogynum are described. The cyclopropyl ketones (6) and (9) were synthesized from the tricyclic oxo-acid and the monomethylated .alpha.beta.-unsaturated ketone, respectively. Contrary to expectation reduction of either compound (6) or (9) with lithium aluminium hydride in dioxan did not give the desired compound, but a 7-membered ring compound, presumably by hydrogenolytic cleavage of the cyclopropane ring.

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