Threonine-Derived Phosphinite-Oxazoline Ligands for the Ir-Catalyzed Enantioselective Hydrogenation

Threonine-Derived Phosphinite-Oxazoline Ligands for the Ir-Catalyzed Enantioselective Hydrogenation

A series of chiral phosphinite‐oxazolines was synthesized in four steps starting from carboxylic acids and threonine methyl ester. In the asymmetric hydrogenation of a number of alkenes, iridium complexes of these ligands induced significantly higher enantioselectivities than the corresponding serin...

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Bibliographic Details
Published in:Advanced synthesis & catalysis Vol. 344; no. 1; pp. 40 - 44
Main Authors: Menges, Frederik, Pfaltz, Andreas
Format: Journal Article
Language:English
Published: Weinheim WILEY-VCH Verlag GmbH 01-01-2002
WILEY‐VCH Verlag GmbH
Subjects:
asymmetric catalysis
hydrogenation
iridium
ligand design
N,P‐ligands
P-ligands
Online Access:Get full text
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Description
Summary:A series of chiral phosphinite‐oxazolines was synthesized in four steps starting from carboxylic acids and threonine methyl ester. In the asymmetric hydrogenation of a number of alkenes, iridium complexes of these ligands induced significantly higher enantioselectivities than the corresponding serine‐derived complexes. Enantiomeric excesses of 89 to 99% were obtained for unfunctionalized alkenes with turnover numbers of up to 5000.
Bibliography:istex:F4F367F60827CF8CF1725EAE089C8A92D9BFBA92
ArticleID:ADSC40
ark:/67375/WNG-NHRXD45C-L
ISSN:1615-4150
1615-4169
DOI:10.1002/1615-4169(200201)344:1<40::AID-ADSC40>3.0.CO;2-7