A highly enantioselective catalyst for asymmetric hydroformylation of [2.2.1]-bicyclic olefins

Jinkun Huang, Emilio Bunel, Alan Allgeier, Jason Tedrow, Thomas Storz, J. Preston, Tiffany Correll, Deana Manley, Troy Soukup, Randy Jensen, Rashid Syed, George Moniz, Robert Larsen, Michael Martinelli, Paul J. Reider

Research output: Contribution to journalArticle

42 Scopus citations

Abstract

Rh(CO)2(acac)/TangPhos was found to be a highly enantioselective catalyst for asymmetric hydroformylation of norbornylene under mild conditions. Application of the protocol to the desymmetrization of other [2.2.1]-bicyclic olefins gave moderate to excellent enantioselectivity (55-92% ee).

Original languageEnglish (US)
Pages (from-to)7831-7834
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number45
DOIs
StatePublished - Nov 7 2005
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Keywords

  • [2.2.1]-Bicyclic olefin
  • Asymmetric hydroformylation
  • TangPhos

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    Huang, J., Bunel, E., Allgeier, A., Tedrow, J., Storz, T., Preston, J., Correll, T., Manley, D., Soukup, T., Jensen, R., Syed, R., Moniz, G., Larsen, R., Martinelli, M., & Reider, P. J. (2005). A highly enantioselective catalyst for asymmetric hydroformylation of [2.2.1]-bicyclic olefins. Tetrahedron Letters, 46(45), 7831-7834. https://doi.org/10.1016/j.tetlet.2005.09.012