Get access
Advertisement

Reverse Regioselectivity in the Palladium(II) Thiourea Catalyzed Intermolecular Pauson–Khand Reaction

Authors

  • Na Wu,

    1. Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen, 518055 (China)
    2. Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), Peking University, Beijing, 100871 (China), Fax: (+86) 10-62759105
    Search for more papers by this author
  • Lujiang Deng,

    1. Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen, 518055 (China)
    2. Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), Peking University, Beijing, 100871 (China), Fax: (+86) 10-62759105
    Search for more papers by this author
  • Lianzhu Liu,

    1. Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen, 518055 (China)
    2. Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), Peking University, Beijing, 100871 (China), Fax: (+86) 10-62759105
    Search for more papers by this author
  • Qi Liu,

    1. Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen, 518055 (China)
    2. Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), Peking University, Beijing, 100871 (China), Fax: (+86) 10-62759105
    Search for more papers by this author
  • Prof. Chuangchuang Li,

    Corresponding author
    1. Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen, 518055 (China)
    2. Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), Peking University, Beijing, 100871 (China), Fax: (+86) 10-62759105
    • Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen, 518055 (China)

    Search for more papers by this author
  • Prof. Zhen Yang

    Corresponding author
    1. Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen, 518055 (China)
    2. Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), Peking University, Beijing, 100871 (China), Fax: (+86) 10-62759105
    • Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen, 518055 (China)

    Search for more papers by this author

Abstract

original image

Which way? Palladium thiourea catalyzed Pauson–Khand reaction of norbornene with substituted alkynoates to afford selectively either α-carboxylated adducts or β-carboxylated adducts with the reverse regioselectivity has been demonstrated for the first time. Control of the regioselectivity in this transformation is governed by the addition of LiCl. A mechanistic interpretation to account for this observed regioselectivity is presented.

Get access to the full text of this article

Ancillary