Cope Rearrangement

 

The thermal [3,3][3,3]-sigmatropic shift, where bonds reorganize in a single, concerted step without forming intermediates.

 

 

Original Literature:

  • Cope, A. C.; Hardy, E. M. The Introduction of Substituted Vinyl Groups. V. A Rearrangement Involving the Migration of an Allyl Group in a Three-Carbon System. J. Am. Chem. Soc. 1940, *62*(2), 441–444.

Popular Applications:

  • The Hetero-Cope Rearrangement in Organic Synthesis. Synthesis 1989, *1989*(02), 71–82.

  • Cope Rearrangement Revisited. J. Am. Chem. Soc. 1971, *93*(25), 6941–6948.

  • *A Rapidly Reversible Degenerate Cope Rearrangement: Bicyclo[5.1.0]Octa-2,5-Diene.* Tetrahedron 1963, *19*(5), 715–737.

By 向阳 翟

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