The Journal of Organic Chemistry

Furans in synthesis. 3. Furans as terminators in cationic cyclization

SP Tanis, PM Herrinton

文献索引：Tanis, Steven P.; Herrinton, Paul M. Journal of Organic Chemistry, 1983 , vol. 48, # 24 p. 4572 - 4580

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被引用次数: 63

摘要

3-Furylmethyl-Grignard 30 is readily coupled with a variety of w-haloalkenes to afford the corresponding 3-substituted furan in good to excellent yields. Epoxidation of the product fury1 olefii was found to be effective in producing the desired cyclization substrates only when the olefin was trisubstituted. Less highly substituted epoxy furans were prepared via the coupling of (3-furylmethy1) lithium (43) with w-iodo epoxides or protected w-iodo diols ...