Issue 7, 2007

Intramolecular aminopalladation of alkenes as a key step to pyrrolidines and related heterocycles

Abstract

Palladium catalysis for the intramolecular amination of alkenes is a powerful approach in heterocycle synthesis. The initial common step in this approach consists of an aminopalladation reaction. This tutorial review describes the synthesis of 2-amino alkyl–palladium compounds and renders special attention on the subsequent manipulation of the alkyl-palladium group. By carefully choosing the appropriate conditions, a wide variety of different heterocyclic structures are accessible which arise from reactions such as hydroamination, aza-Heck coupling, aminocarbonylation or oxidative processes such as aza-Wacker reaction and 1,2-difunctionalisation.

Graphical abstract: Intramolecular aminopalladation of alkenes as a key step to pyrrolidines and related heterocycles

Article information

Article type
Tutorial Review
Submitted
29 Sep 2006
First published
28 Feb 2007

Chem. Soc. Rev., 2007,36, 1142-1152

Intramolecular aminopalladation of alkenes as a key step to pyrrolidines and related heterocycles

A. Minatti and K. Muñiz, Chem. Soc. Rev., 2007, 36, 1142 DOI: 10.1039/B607474J

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