Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 14, Issue 20, Pages 6026-6036Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200800195
Keywords
alcohols; amines; cycloaddition; one-pot reactions; pyrrolidines; tetrahydrofurans
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Recent developments concerning the synthesis of methylenetetrahydrofurans and methylenepyrrolidines by one-pot formal [3+2] cycloadditions involving propargylic (and allylic) alcohols and amines with electrophilic alkenes are described. The synthetic methods provide powerful tools to prepare highly functionalized oxygen- and nitrogen -containing five-membered ring systems. The reactions can be effectively promoted by base, base/transition metals, and Lewis acids, depending on the substrates.
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