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Baylis-Hillman reaction

  • Jie Jack Li

Abstract

Also known as Morita—Baylis—Hillman reaction, and occasionally known as Rauhut—Currier reaction. It is a carbon-carbon bond-forming transformation of an electron-poor alkene with a carbon nucleophile. Electron-poor alkenes include acrylic esters, acrylonitriles, vinyl ketones, vinyl sulfones, and acroleins. On the other hand, carbon nucleophiles may be aldehydes, α-alkoxycarbonyl ketones, aldimines, and Michael acceptors.

Keywords

Inorganic Chemistry Organic Chemistry General Scheme Tertiary Amine Vinyl Ketone 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

References

  1. 1.
    Baylis, A. B.; Hillman, M. E. D. Ger. Pat. 2, 155, 113, (1972).Google Scholar
  2. 2.
    Drewes, S. E.; Roos, G. H. P. Tetrahedron 1988, 44, 4653.CrossRefGoogle Scholar
  3. 3.
    Basavaiah, D.; Rao, P. D.; Hyma, R. S. Tetrahedron 1996, 52, 8001.CrossRefGoogle Scholar
  4. 4.
    Ciganek, E. Org. React. 1997 51, 201. (Review).Google Scholar
  5. 5.
    Shi, M.; Feng, Y.-S. J. Org. Chem. 2001, 66, 406.Google Scholar
  6. 6.
    Kim, J. N.; Im, Y. J.; Gong, J. H.; Imaeda, K. Tetrahedron Leu. 2001, 42, 4195.CrossRefGoogle Scholar
  7. 7.
    Shi, M.; Li, C.-Q.; Jiang, J.-K. Heiv. Chim. Acta 2002, 85, 1051.CrossRefGoogle Scholar
  8. 8.
    Yu, C.; Hu, L. J. Org. Chem. 2002, 67, 219.Google Scholar
  9. 9.
    Wang L.-C.; Luis A. L.; Agapiou K.; Jang H.-Y.; Krische M. J. J. Am. Chem. Soc. 2002, 124, 2402.CrossRefGoogle Scholar
  10. 10.
    Frank, S. A.; Mergott, D. J.; Roush, W. R. J. Am. Chem. Soc. 2002, 124, 2404.CrossRefGoogle Scholar
  11. 11.
    Shi, M.; Li, C.-Q.; Jiang, J.-K. Tetrahedron 2003, 59, 1181.CrossRefGoogle Scholar

Copyright information

© Springer-Verlag Berlin Heidelberg 2003

Authors and Affiliations

  • Jie Jack Li
    • 1
  1. 1.Chemistry DepartmentPfizer Global Research and DevelopmentAnn ArborUSA

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