β-Fenchene _??_1_??_ and cyclo-fenchene _??_2_??_ were oxidized with lead tetraacetate and hydrolyzed. The oxidation of _??_1_??_ gave exo-β-fenchol _??_3_??_, endo-5, 5-dimethyl-2-methylennorbornane-6-ol _??_4_??_, 5, 5-dimethyl-2-hydroxymethyl-2-norbornene _??_5_??_,
R-homo-β-fenchenilone _??_6_??_ and endo-
R-homo-β-fenchenilol _??_7_??_. In a similar oxidation procedure to _??_1_??_, seven products were obtained by _??_2_??_: iso-fenchone _??_8_??_, 2, 5, 5-trimethylnorbornane-6-one _??_9_??_, endo-iso-fenchol _??_10_??_, _??_4_??_, cy-clo-fenchenilalcohol _??_11_??_, exo-5, 5-dimethyl-2-methylennorbornane-6-ol _??_12_??_ and exo-7, 7-dimeth-yl-2-methylennorbornane-6-ol _??_13_??_. Their structure and stereochemistry were determined by MS, IR,
1H- and
13C-NMR spectra. Compounds _??_4_??_, _??_5_??_, _??_6_??_, _??_7_??_, _??_9_??_, _??_11_??_ and _??_12_??_ were novel monoterpene derivatives. Compounds _??_4_??_, _??_12_??_ and _??_13_??_ possessed a mild nojigiku-like odor.
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