Alkylation of bromocyclopropanes and bromoarenes by means of dibutylcopperlithium and alkyl halides.

T Hiyama, H Yamamoto, K Nishio, K Kitatani…

文献索引：Hiyama,T. et al. Bulletin of the Chemical Society of Japan, 1979 , vol. 52, p. 3632 - 3637

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被引用次数: 18

摘要

Treatment of bromocyclopropanes with excess dibutylcopperlithium in tetrahydrofuran at− 48° C gives the respective organocopper intermediates which upon quenching with excess alkyl halides afford alkylated cyclo-propanes with retention of the configuration. This process is applied to the synthesis of methyl cascarillate. Bromoarenes are also reduced with dibutylcopperlithium and allylarenes are prepared therefrom.