Advances in Organic Synthesis

Volume: 3

Control of the Regioselectivity in Palladium(0)-Catalyzed Allylic Alkylation

Author(s): Stephanie Norsikian and Chih-Wei Chang

Pp: 81-138 (58)

DOI: 10.2174/9781608054688113030005

* (Excluding Mailing and Handling)


Palladium(0)-catalyzed allylation of soft nucleophiles is a powerful synthetic methodology for the construction of carbon-carbon or carbon-heteroatom bond. The possibility of controlling the regioselectivity is one of the most interesting aspects of this chemistry. In this review, the different factors that can affect the regiochemistry of the nucleophilic attack will be discussed.

Keywords: Palladium, allylic substitution, regioselectivity, soft nucleophiles, ligands, steric effects, electronic effects, allylation, alkylation, amination, pi-allylpalladium complexes, carbon-carbon bond formation, carbon-heteroatom bond formation.

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