Organic Letters · 2008 · 69 citations · 25 references
Natural SciencesChemistryBiocatalysisCatalysisOrganic ChemistryChemistry ReviewCross-coupling ReactionsC - C Coupling ReactionsDecarboxylative CouplingDecarboxylative Cross-couplingOrganic Compound ReactionsOxidative Coupling Reactions
Alpha-sulfonyl functional groups are traceless activating groups that facilitate catalytic decarboxylative allylations in high yield yet can be cleaved to allow the synthesis of simple allylated alkanes. Substrate studies suggest that decarboxylation to form an alpha-sulfonyl anion is rate-limiting. Furthermore, the anion is formed regiospecifically under formally neutral conditions.
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Tetsuo Tsuda, Yoshiki Chujo, Seiichi Nishi et al. · Journal of the American Chemical Society · 1980 · 228 citations