The relative rates of the [2,3] sigmatropic rearrangement of the six-membered cyclic allylic ylides (4a–e) in comparison to acyclic counterparts provide positive evidence for bonding in the transition state consistent with a concerted reaction mechanism; the five-membered allylic ylides (6a and b) rearrange by different processes.
S. Mageswaran, W. D. Ollis and I. O. Sutherland, J. Chem. Soc., Chem. Commun., 1973, 656 DOI: 10.1039/C39730000656
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