Highly regioselective decarboxylative Claisen rearrangement reactions of diallyl 2-sulfonylmalonates

Donald Craig, Mark I Lansdell, Simon E Lewis

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Abstract

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.
Original languageEnglish
Pages (from-to)7861-7864
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number44
DOIs
Publication statusPublished - 29 Oct 2007

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