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Chlorinative Cyclization of 1,6-Enynes by Enantioselective Palladium(II)/Palladium(IV) Catalysis

Authors

  • Kazuhiro Takenaka,

    1. The Institute of Scientific and Industrial Research, Osaka University, Mihogaoka, Ibaraki-shi, Osaka 567-0047, Japan, Fax: (+81)-6-6879-8469; phone: (+81)-6-6879-8465
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  • Shintaro Hashimoto,

    1. The Institute of Scientific and Industrial Research, Osaka University, Mihogaoka, Ibaraki-shi, Osaka 567-0047, Japan, Fax: (+81)-6-6879-8469; phone: (+81)-6-6879-8465
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  • Shinobu Takizawa,

    1. The Institute of Scientific and Industrial Research, Osaka University, Mihogaoka, Ibaraki-shi, Osaka 567-0047, Japan, Fax: (+81)-6-6879-8469; phone: (+81)-6-6879-8465
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  • Hiroaki Sasai

    Corresponding author
    1. The Institute of Scientific and Industrial Research, Osaka University, Mihogaoka, Ibaraki-shi, Osaka 567-0047, Japan, Fax: (+81)-6-6879-8469; phone: (+81)-6-6879-8465
    • The Institute of Scientific and Industrial Research, Osaka University, Mihogaoka, Ibaraki-shi, Osaka 567-0047, Japan, Fax: (+81)-6-6879-8469; phone: (+81)-6-6879-8465
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Abstract

A novel asymmetric catalysis via a palladium(II)/palladium(IV) cycle has been developed by utilizing a chiral spiro bis(isoxazoline) ligand (SPRIX). Intramolecular chlorinative cyclization of 1,6-enynes catalyzed by a palladium-SPRIX complex proceeded enantioselectively to afford α-methylene-γ-lactone derivatives.

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