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Palladium 1,2-Migration in the Heck Reaction

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New Discoveries on the β-Hydride Elimination

Part of the book series: Springer Theses ((Springer Theses))

Abstract

A more thorough investigation of the palladium 1,2-migration in the Heck reaction was desired, in order to clarify the underlying factors affecting the migratory process. In particular, full control of the isomerization of the 1,3-dienes obtained from the Heck reaction of alkenyl C–O coupling partners and electron deficient olefins would be of high interest. This would in turn represent a novel approach towards the construction of linear disubstituted dienes starting from 1,1-disubstituted alkenyl electrophiles.

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References

  1. Zhao J, Yue D, Campo MA, Larock RC (2007) J Am Chem Soc 129:5288

    Article  CAS  Google Scholar 

  2. Mota AJ, Dedieu A (2006) Organometallics 25:3130

    Article  CAS  Google Scholar 

  3. Li B–J, Yu D–G, Sun C–L, Shi Z–J (2011) Chem Eur J 17:1728

    Google Scholar 

  4. Hansen AL, Ebran J–P, Gøgsig TM, Skrydstrup T (2006) Chem Commun 4137

    Google Scholar 

  5. Hansen AL, Ebran J–P, Gøgsig TM, Skrydstrup T (2007) J Org Chem 72:6464

    Google Scholar 

  6. Gauthier D, Beckendorf S, Gøgsig TM, Lindhardt AT, Skrydstrup T (2009) J Org Chem 74:3536

    Article  CAS  Google Scholar 

  7. Hansen AL, Skrydstrup T (2005) Org Lett 7:5585

    Article  CAS  Google Scholar 

  8. Coe JW (2000) Org Lett 2:4205

    Article  CAS  Google Scholar 

  9. Martin R, Buchwald SL (2008) Acc Chem Res 41:1461

    Article  CAS  Google Scholar 

  10. Walker SD, Bareder TE, Martinelli JR, Buchwald SL (2004) Angew Chem Int Ed 43:1871

    Article  CAS  Google Scholar 

  11. Barder TE (2006) J Am Chem Soc 128:898

    Article  CAS  Google Scholar 

  12. Schnyder A, Indolese AF, Studer M, Blaser H-U (2002) Angew Chem Int Ed 41:3668

    Article  CAS  Google Scholar 

  13. Amatore C, Jutand A (1999) J Organomet Chem 576:254

    Article  CAS  Google Scholar 

  14. Hansen AL, Ebran J-P, Ahlquist M, Norrby P-O, Skrydstrup T (2006) Angew Chem Int Ed 45:3349

    Article  CAS  Google Scholar 

  15. Littke AF, Fu GC (2001) J Am Chem Soc 123:6989

    Article  CAS  Google Scholar 

  16. Yu J–Y, Shimizu R, Kuwano R (2010) Angew Chem Int Ed 49:6396

    Google Scholar 

Download references

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Authors and Affiliations

  1. Department of Chemistry, Aarhus University, Langelandsgade 140, 8000, Aarhus C, Denmark

    Thomas Meyer Gøgsig

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  1. Thomas Meyer Gøgsig
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Correspondence to Thomas Meyer Gøgsig .

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© 2012 Springer-Verlag Berlin Heidelberg

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Gøgsig, T.M. (2012). Palladium 1,2-Migration in the Heck Reaction. In: New Discoveries on the β-Hydride Elimination. Springer Theses. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-32099-6_2

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