Iridium-catalyzed enantioselective cycloisomerization of nitrogen-bridged 1,6-enynes to 3-azabicylo[4.1.0]heptenes

Takanori Shibata, Yuka Kobayashi, Shunsuke Maekawa, Natsuko Toshida, Kentaro Takagi

    Research output: Contribution to journalArticle

    72 Citations (Scopus)

    Abstract

    A cationic iridium complex catalyzes a cycloisomerization of nitrogen-bridged 1,6-enynes to give 3-azabicyclo[4.1.0]heptenes in good to high yield. When an iridium-chiral diphosphine complex is used, the reaction proceeds enantiomerically to give chiral cyclopropanes fused by a six-membered ring system.

    Original languageEnglish
    Pages (from-to)9018-9024
    Number of pages7
    JournalTetrahedron
    Volume61
    Issue number38
    DOIs
    Publication statusPublished - 2005 Sep 19

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    Keywords

    • Cycloisomerization
    • Cyclopropanes
    • Enantioselective
    • Enynes
    • Iridium

    ASJC Scopus subject areas

    • Biochemistry
    • Organic Chemistry
    • Drug Discovery

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