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[2,3]-Meisenheimer rearrangement

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Abstract

[2,3]-Sigmatropic rearrangement of allylic tertiary amine-N-oxides to give O-allyl hydroxylamines:

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References

  1. Meisenheimer, J. Ber. 1919, 52, 1667–1677.

    Article  Google Scholar 

  2. Yamamoto, Y.; Oda, J.; Inouye, Y. J. Org. Chem. 1976, 41, 303–306.

    Article  CAS  Google Scholar 

  3. Johnstone, R. A. W. Mech. Mol. Migr. 1969, 2, 249–266. (Review).

    Google Scholar 

  4. Kurihara, T.; Sakamoto, Y.; Matsumoto, H.; Kawabata, N.; Harusawa, S.; Yoneda, R. Chem. Pharm. Bull. 1994, 42, 475–480.

    Article  CAS  Google Scholar 

  5. Blanchet, J.; Bonin, M.; Micouin, L.; Husson, H.-P. Tetrahedron Lett. 2000, 41, 8279–8283.

    Article  CAS  Google Scholar 

  6. Enders, D.; Kempen, H. Synlett 1994, 969–971.

    Google Scholar 

  7. Buston, J. E. H.; Coldham, I.; Mulholland, K. R. Synlett 1997, 322–324.

    Google Scholar 

  8. Guarna, A.; Occhiato, E. G.; Pizzetti, M.; Scarpi, D.; Sisi, S.; van Sterkenburg, M. Tetrahedron: Asymmetry 2000, 11, 4227–4238.

    Article  CAS  Google Scholar 

  9. Mucsi, Z.; Szabó, A.; Hermecz, I.; Kucsman, Á.; Csizmadia, I. G. J. Am. Chem. Soc. 2005, 127, 7615–7621.

    Article  CAS  Google Scholar 

  10. Bourgeois, J.; Dion, I.; Cebrowski, P. H.; Loiseau, F.; Bedard, A.–C.; Beauchemin, A. M. J. Am. Chem. Soc. 2009, 131, 874–875.

    Article  CAS  Google Scholar 

  11. Yang, H.; Sun, M.; Zhao, S.; Zhu, M.; Xie, Y.; Niu, C.; Li, C.J. Org. Chem. 2013, 78, 339–346.

    Google Scholar 

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Li, J.J. (2014). [2,3]-Meisenheimer rearrangement. In: Name Reactions. Springer, Cham. https://doi.org/10.1007/978-3-319-03979-4_170

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