Overman rearrangement
From Wikipedia, the free encyclopedia
The Overman rearrangement is a chemical reaction that can be described as a Claisen rearrangement of allylic trichloroacetimidates to give allylic trichloroacetamides. The Overman rearrangement was discovered in 1974 by Larry Overman.
The [3,3]-sigmatropic rearrangement can be catalyzed by heat, Hg(II), or Pd(II).
[edit] References
- Overman, L. E. J. Am. Chem. Soc. 1974, 96, 597.
- Overman, L. E. J. Am. Chem. Soc. 1976, 98, 2901.
- Overman, L. E. Accts. Chem. Res. 1980, 13, 218-224. (Review)
- Organic Syntheses, Coll. Vol. 6, p.507; Vol. 58, p.4 (Article)
- Isobe, M. et al. Tetrahedron Lett. 1990, 31, 3327.
- Allmendinger, T. et al. Tetrahedron Lett. 1990, 31, 7301.
- Nishikawa, T.; Asai, M.; Ohyabu, N.; Isobe, M.; J. Org. Chem. 1998, 63(1), 188-192. (PMID: 11674062)
- Asymmetric Overman Rearrangement Organic Syntheses, Vol. 82, p.134 (2005). (Article)
