Get access

Highly Enantioselective Palladium-Catalyzed Alkylation of Acyclic Amides

Authors

  • Kai Zhang Dr.,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China, Fax: (+86) 21-5492-5100
    Search for more papers by this author
  • Qian Peng,

    1. Shanghai–Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China
    Search for more papers by this author
  • Xue-Long Hou Prof.,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China, Fax: (+86) 21-5492-5100
    2. Shanghai–Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China
    Search for more papers by this author
  • Yun-Dong Wu Prof.

    1. Shanghai–Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China
    2. Department of Chemistry, Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, China
    Search for more papers by this author

  • This research was supported financially by the Major Basic Research Development Program (2006CB806106), the National Natural Science Foundation of China, the Chinese Academy of Sciences, the Croucher Foundation of Hong Kong, and the Science and Technology Commission of Shanghai Municipality. K.Z. and Q.P. gratefully acknowledge the Croucher Foundation of Hong Kong for a studentship. We also thank Prof. Li-Xin Dai for inspiring discussions.

Abstract

original image

Sogar acyclische Amide können als nucleophile Substrate in asymmetrischen allylischen Alkylierungen eingesetzt werden. In Gegenwart eines Palladiumkatalysators mit einem 1,1′-P,N-Ferrocenliganden werden die Allylierungsprodukte in hohen Ausbeuten gebildet (siehe Schema; R=(S)-1,1′-Bi-2-naphthol). Die Art des Substituenten am Stickstoffatom des Amids hat einen entscheidenden Einfluss auf die Ausbeute und die Selektivität der Umsetzung.

Get access to the full text of this article

Ancillary