Journal of the Chemical Society. Perkin transactions I p. 2963 - 2970 (1988)
Update date:2022-08-03
Topics:
Ihara,Masataka
Katogi, Mamoru
Fukumoto, Keiichiro
Kametani, Tetsuji
The angular triquinane sesquiterpenes, (+/-)-pentalenene (1), (+/-)-pentalenic acid (2), and (+/-)-deoxypentalenic acid (4), were synthesized via the intramolecuar double Michael reaction as the key step.Heating the bis-enone (10), prepared from 4,4-dimethylcyclopent-2-enene (11) in six steps, with chlorotrimethylsilane, triethylamine, and zinc chloride gave the tricyclo<7,3,0,01,5>dodecanedione (9), which was converted into the above triquinanes after ring contraction.
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