Syntheses of Terpenes by the Condensation of Aliphatic Compounds |
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Authors: | Hiroo Ueda Ken’ichi Takeo Ping-Li Tsai Chuji Tatsumi |
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Affiliation: | Department of Agricultural Chemistry, College of Agriculture, University of Osaka Prefecture, Sakai, Osaka, Japan |
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Abstract: | Treatment of mesityloxide with basic condensing agents resulted in formation of isoxylitones-A, B, C and D and isophorone. These compounds were purely isolated and assigned their structures from spectroscopic and chemical evidences. Isoxylitone-A and isoxylitone-B were conformers of 1-acetyl-2, 4, 6, 6-tetramethyl-1, 3-cyclohexadiene separated by the rotational barrier of acetyl group and interconversional barrier of cyclohexadiene ring. Isoxylitone-C was 4-isopropenyl-1, 5, 5-trimethyl-1-cyclohexen-3-one. Isoxylitone-D was 5, 5-dimethyl-3-(1-isobutenyl)-2-cyclohexen-1-one. |
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