Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 12, Issue 13, Pages 3596-3609Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200501180
Keywords
allylic substitution; asymmetric catalysis; chiral ligands; iridium; phosphoramidite
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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.
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