Advances in Organic Synthesis

Volume: 3

Indexed in: Scopus, Chemical Abstracts, EBSCO, Ulrich's Periodicals Directory

Advances in Organic Synthesis is a book series devoted to the latest advances in synthetic approaches towards challenging structures. It presents comprehensive articles written by eminent authorities ...
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Control of the Regioselectivity in Palladium(0)-Catalyzed Allylic Alkylation

Pp. 81-138 (58)

Stephanie Norsikian and Chih-Wei Chang

Abstract

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.

Affiliation:

Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles du CNRS, Avenue de la Terrasse, F-91198 Gif-sur-Yvette, France