The decarboxylative Claisen rearrangement of a range of substituted diallyl 2-sulfonylmalonates is described. The substrates are made by C-carboxylation of the corresponding allyl sulfonylacetates with allyl para-nitrophenyl carbonates. The reactions display a high degree of regioselectivity, with allylic substituents possessing electron-rich substituents at the allyl three-position rearranging preferentially.
Craig, D., Lansdell, M. I., & Lewis, S. E. (2007). Highly regioselective decarboxylative Claisen rearrangement reactions of diallyl 2-sulfonylmalonates. Tetrahedron Letters, 48(44), 7861-7864. https://doi.org/10.1016/j.tetlet.2007.08.130