Phosphoramidite ligands in iridium-catalyzed allylic substitution.

Autor: Polet D; Department of Organic Chemistry, University of Geneva, 30, quai Ernest Ansermet, 1211 Geneva 4, Switzerland., Alexakis A, Tissot-Croset K, Corminboeuf C, Ditrich K
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2006 Apr 24; Vol. 12 (13), pp. 3596-609.
DOI: 10.1002/chem.200501180
Abstrakt: A new phosphoramidite ligand was used in the iridium-catalyzed allylic substitution reaction. This permitted high regio- and enantioselectivities on a wide variety of substrates and nucleophiles. Because of the stereospecificity of the reaction obtained by using branched substrates, a kinetic resolution reaction was attempted. The origin of the impressive efficiency of this ligand in terms of kinetics was explored in detail, as was the role of the substituent in the ortho-position of the amine moiety.
Databáze: MEDLINE