Communication

Asymmetric Hydrophosphonylation of α-Ketoesters Catalyzed by Cinchona-Derived Thiourea Organocatalysts

  1. Fei Wang Dr.1,
  2. Xiaohua Liu Dr.1,
  3. Xin Cui1,
  4. Yan Xiong Dr.1,
  5. Xin Zhou Dr.1,
  6. Xiaoming Feng Prof. Dr.1,2

Article first published online: 10 DEC 2008

DOI: 10.1002/chem.200802237

Issue

Chemistry - A European Journal

Chemistry - A European Journal

Volume 15, Issue 3, pages 589–592, January 5, 2009

Additional Information

How to Cite

Wang, F., Liu, X., Cui, X., Xiong, Y., Zhou, X. and Feng , X. (2009), Asymmetric Hydrophosphonylation of α-Ketoesters Catalyzed by Cinchona-Derived Thiourea Organocatalysts. Chem. Eur. J., 15: 589–592. doi: 10.1002/chem.200802237

Author Information

  1. 1

    Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (P.R. China), Fax: (+86) 28-8541-8249

  2. 2

    State Key Laboratory of Biotherapy, Sichuan University, Chengdu 610041 (P.R. China)

Publication History

  1. Issue published online: 29 DEC 2008
  2. Article first published online: 10 DEC 2008
  3. Manuscript Received: 1 NOV 2008

Funded by

  • National Natural Science Foundation. Grant Numbers: 20732003, 20602025

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Keywords:

  • asymmetric catalysis;
  • enantioselectivity;
  • hydrophosphonylation;
  • ketoesters;
  • thiourea
Thumbnail image of graphical abstract

Naturally catalytic: The cinchonidine- and cinchonine-derived bifunctional thiourea organocatalysts 1 a and 1 g (see picture) have been applied in the asymmetric hydrophosphonylation of aromatic and heteroaromatic α-ketoesters for the first time, obtaining S and R products in high yields with good to excellent enantioselectivities (up to 91 % ee).

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