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Radical reactions in synthesis: carbon–carbon bond formation from 2-substituted allyl trialkyl stannanes
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1986
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Cross-coupling ReactionEngineeringAlkene MetathesisCarbon–carbon Bond FormationMethacrylyl StannanesOrganic ChemistryMethacrylyl MoietyChemistryRadical ReactionsHalogenationAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringAllyl Stannanes
A competing 1,3-rearrangement of allyl stannanes has been demonstrated to occur under the normal thermal homolytic allyl transfer reaction conditions which limits the substitution patterns in these processes; two methacrylyl stannanes are described which allow the transfer of the methacrylyl moiety to alkyl bromides and iodides under mild conditions.