- The Reductive Decyclizations of Semibullvalene
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Reduction of semibullvalene (5) with potassium more closely resembles deprotonation of tetrahydropentalenes by n-butyl-lithium-potassium t-pentoxide than it does the reduction of (5) with lithium; the former processes both provide the cyclo-octatetraenyl dianion (4), plausibly via the intermediate bicyclooctadienediyl dianion (3).
- Goldstein, Melvin J.,Wenzel, Timothy T.
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- The Symmetrical Cyclooctadienynes: 1,5-Cyclooctadien-3-yne and 1,3-Cyclooctadien-6-yne
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Starting with 1,5-cycloctadiene (1) and cyclooctatetraene (2), respectively, the title compounds 16 and 17, highly strained members of the C8H8-series, can be generated in six or seven steps and isolated in pure state.Their stability and their chemical behaviour is discussed.Di- and oligomerisations on the one hand and Diels-Alder reactions on the other are mainly concerned. 16 and 17 are very reactive dienophiles; moreover 17 can also be used as a diene.
- Echter, Toni,Meier, Herbert
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p. 182 - 197
(2007/10/02)
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