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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 04: 799 - 802

DOI: https://doi.org/10.6023/cjoc201301050

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Pd-Catalyzed Asymmetric Alkylation of Methylphenylphosphine with Alkyl Halides for the Synthesis of P-stereogenic Compounds

  • Li Chun ,
  • Li Weixun ,
  • Xu Sheng ,
  • Duan Weiliang
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  • a School of Chemistry & Molecular Engineering, East China University of Science and Technology, Shanghai 200237;
    b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032

Received date: 2013-01-21

  Revised date: 2013-02-26

  Online published: 2013-03-01

Supported by

Project supported by the National Basic Research Program of China (973 Program, 2010CB833300), the National Natural Science Foundation of China (Nos. 20902099, 21172238), and the Found of Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences.

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Abstract

A bis(phosphine) (PCP) pincer palladium-catalyzed asymmetric alkylation of methylphenylphosphine with alkyl halides was developed for the synthesis of P-chiral phosphorus compounds in mild conditions. The corresponding products were obtained in high yields with moderate enantioselectivities. The possible catalytic cycle and stereochemical pathway have also been proposed via the Pincer-PdPMe(Ph) intermediate, which is generated from the reaction of Pd catalyst with methylphenylphosphine.

Key words： P-stereogenic compound; Pincer-Pd catalyst; methylphenylphosphine; asymmetric alkylation

Cite this article

Li Chun , Li Weixun , Xu Sheng , Duan Weiliang . Pd-Catalyzed Asymmetric Alkylation of Methylphenylphosphine with Alkyl Halides for the Synthesis of P-stereogenic Compounds[J]. Chinese Journal of Organic Chemistry, 2013 , 33(04) : 799 -802 . DOI: 10.6023/cjoc201301050

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