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Regioselective Arylboration of Isoprene and Its Derivatives by Pd/Cu Cooperative Catalysis.

ABSTRACT: A method for the regioselective arylboration of isoprene and its derivatives is presented. These reactions allow for the synthesis of useful building blocks from simple components. Through these studies, an unusual additive effect with DMAP has been uncovered that allows for altered reactivity and the formation of quaternary carbon centers. The utility of this method is demonstrated toward the formal synthesis of mesembrine.

SUBMITTER: Smith KB 

PROVIDER: S-EPMC5606143 | biostudies-literature | 2017 Jun

REPOSITORIES: biostudies-literature

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Regioselective Arylboration of Isoprene and Its Derivatives by Pd/Cu Cooperative Catalysis.

Smith Kevin B KB   Brown M Kevin MK  

Journal of the American Chemical Society 20170605 23

A method for the regioselective arylboration of isoprene and its derivatives is presented. These reactions allow for the synthesis of useful building blocks from simple components. Through these studies, an unusual additive effect with DMAP has been uncovered that allows for altered reactivity and the formation of quaternary carbon centers. The utility of this method is demonstrated toward the formal synthesis of mesembrine. ...[more]

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