Take a walk on the wild side: A novel benzyl Claisen cascade rearrangement of keteniminium salts is described. The reaction leads to α-arylated lactones under metal-free conditions (top scheme; Tf=trifluoromethanesulfonyl). It is further demonstrated that the cationic intermediates involved can be steered away from pericyclic reaction manifolds into powerful ionic shifts through reaction design (bottom scheme). Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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CITATION STYLE
Valerio, V., Madelaine, C., & Maulide, N. (2011). Steering reaction pathways: From benzyl Claisen rearrangements to powerful ionic shifts. Chemistry - A European Journal, 17(17), 4742–4745. https://doi.org/10.1002/chem.201003591