Iridium-catalyzed enantioselective [2 + 2 + 2] cycloaddition of diynes and monoalkynes for the generation of axial chiralities

Takanori Shibata, Yoshikazu Arai, Kyoko Takami, Kyoji Tsuchikama, Takayoshi Fujimoto, Satoshi Takebayashi, Kentaro Takagi

    Research output: Contribution to journalArticle

    42 Citations (Scopus)

    Abstract

    A highly enantioselective intermolecular [2 + 2 + 2] cycloaddition of alkynes was catalyzed by a chiral iridium complex. Symmetrical and unsymmetrical diynes, and monoalkynes possessing functional group(s) were subjected to the reaction and various types of axially chiral compounds possessing biaryl skeletons were obtained in good to excellent enantiomeric excesses.

    Original languageEnglish
    Pages (from-to)2475-2483
    Number of pages9
    JournalAdvanced Synthesis and Catalysis
    Volume348
    Issue number16-17
    DOIs
    Publication statusPublished - 2006 Nov

    Fingerprint

    Diynes
    Iridium
    Alkynes
    Cycloaddition
    Chirality
    Functional groups

    Keywords

    • Asymmetric catalysis
    • Chirality
    • Cycloaddition
    • Enantioselectivity
    • Iridium

    ASJC Scopus subject areas

    • Chemistry (miscellaneous)
    • Organic Chemistry
    • Catalysis

    Cite this

    Iridium-catalyzed enantioselective [2 + 2 + 2] cycloaddition of diynes and monoalkynes for the generation of axial chiralities. / Shibata, Takanori; Arai, Yoshikazu; Takami, Kyoko; Tsuchikama, Kyoji; Fujimoto, Takayoshi; Takebayashi, Satoshi; Takagi, Kentaro.

    In: Advanced Synthesis and Catalysis, Vol. 348, No. 16-17, 11.2006, p. 2475-2483.

    Research output: Contribution to journalArticle

    Shibata, Takanori ; Arai, Yoshikazu ; Takami, Kyoko ; Tsuchikama, Kyoji ; Fujimoto, Takayoshi ; Takebayashi, Satoshi ; Takagi, Kentaro. / Iridium-catalyzed enantioselective [2 + 2 + 2] cycloaddition of diynes and monoalkynes for the generation of axial chiralities. In: Advanced Synthesis and Catalysis. 2006 ; Vol. 348, No. 16-17. pp. 2475-2483.
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    AU - Takami, Kyoko

    AU - Tsuchikama, Kyoji

    AU - Fujimoto, Takayoshi

    AU - Takebayashi, Satoshi

    AU - Takagi, Kentaro

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