Synthesis of 7, 7-dimethylnorbornadiene

CW Jefford, TW Wallace, NTH Can…

文献索引：Jefford,C.W. et al. Journal of Organic Chemistry, 1979 , vol. 44, p. 689 - 691

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被引用次数: 14

摘要

The latter in its dienol form reacts with maleic anhydride to give the [4+'21 adduct. Successive hydrolysis and oxi-dative decarboxylation gives 7, 7-dimethylnorborn-2-en-5- one. The corresponding tosylhydrazone on treatment with lithium diisopropylarnide gives 7, 7-dimethylnorbornadiene. Alternatively, the cyclopentenone is reduced to the allylic alcohol, and then dehydrated to 5, 5-dimethylcyclopentadiene. The (4+ 21 adduct of the latter and ( ...