Skip to main content
Log in

Chiral N-formyl amino alcohol as Lewis basic organocatalyst for enantioselective hydrosilylation of ketimines

  • Letters
  • Special Topic: Asymmetric Organocatalysis
  • Published:
Chinese Science Bulletin

Abstract

Easily accessible (1R,2S)-1,2-diphenyl-2-formamidoethanol has been developed as an effective Lewis base catalyst in the enantioselective hydrosilylation of ketimines, affording high isolated yields (up to 94%) and moderate to high enantioselectivities (up to 82% ee) for a broad range of ketimines.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

References

  1. Blaser H U, Malan C, Pugin B, et al. Adv Synth Catal, 2003, 345: 103–151

    Article  Google Scholar 

  2. You S L. Chem Asian J, 2007, 2: 820–827

    Article  Google Scholar 

  3. Kang Q, Zhao Z, You S L. Org Lett, 2008, 10: 2031–2034

    Article  Google Scholar 

  4. Iwasaki F, Onomura O, Mishima K, et al. Tetrahedron Lett, 2001, 42: 2525–2528

    Article  Google Scholar 

  5. Malkov A V, Mariani A, MacDougall K N, et al. Org Lett, 2004, 6: 2253

    Article  Google Scholar 

  6. Malkov A V, Liddon A, Ramirez-Lopez P, et al. Angew Chem Int Ed, 2006, 45: 1432–1435

    Article  Google Scholar 

  7. Wang Z, Ye X, Wei S, et al. Org Lett, 2006, 8: 999–1001

    Article  Google Scholar 

  8. Zhou L, Wang Z, Wei S, et al. Chem Commun, 2007, 2977

  9. Wang Z, Cheng M, Wu P, et al. Org Lett, 2006, 8: 3045–3048

    Article  Google Scholar 

  10. Wu P, Wang Z, Cheng M, et al. Tetrahedron, 2008, 64: 11304–11312

    Article  Google Scholar 

  11. Pei D, Wang Z, Zhang Y, et al. Org Lett, 2006, 8: 5913–5915

    Article  Google Scholar 

  12. Pei D, Zhang Y, Wei S, et al. Adv Synth Catal, 2008, 350: 619–623

    Article  Google Scholar 

  13. Wang C, Wu X, Zhou L, et al. Chem Eur J, 2008, 14: 8789–8792

    Article  Google Scholar 

  14. Tang Z, Jiang F, Yu L, et al. J Am Chem Soc, 2003, 125: 5262–5263

    Article  Google Scholar 

  15. Zheng H, Deng J, Lin W, et al. Tetrahedron Lett, 2007, 48: 7934

    Article  Google Scholar 

  16. Lou R, Mi A, Jiang Y, et al. Tetrahedron, 2000, 56: 5857–5863

    Article  Google Scholar 

  17. Wang Z, Wei S, Wang C, et al. Tetrahedron: Asymmetry, 2007, 18: 705–709

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Jian Sun.

About this article

Cite this article

Wang, Z., Zhou, L., Lu, X. et al. Chiral N-formyl amino alcohol as Lewis basic organocatalyst for enantioselective hydrosilylation of ketimines. Chin. Sci. Bull. 55, 1726–1728 (2010). https://doi.org/10.1007/s11434-010-3123-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11434-010-3123-6

Keywords

Navigation