Pd(quinox)-catalyzed allylic relay Suzuki reactions of secondary homostyrenyl tosylates via alkene-assisted oxidative addition?
Chemical Science Pub Date: 2014-03-17 DOI: 10.1039/C4SC00602J
Abstract
Pd-catalyzed allylic relay Suzuki cross-coupling reactions of secondary alkyl tosylates, featuring a sterically-hindered oxidative addition and precise control of β-hydride elimination, are reported. The identification of a linear free energy relationship between the relative rates of substrate consumption and the electronic nature of the substrate alkene suggests that the oxidative addition requires direct alkene involvement. A study of the effect of alkyl chain length on the reaction outcome supports a chelation-controlled oxidative addition.
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Journal Name:Chemical Science
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CAS no.: 89640-58-4