Access to chiral tertiary amines via the iridium-catalyzed asymmetric hydrogenation of enamines

Access to chiral tertiary amines via the iridium-catalyzed asymmetric hydrogenation of enamines

The asymmetric hydrogenation of N, N-dialkyl and N-alkyl- N-aryl enamines to chiral tertiary amines was studied. All the N,P-ligated iridium complexes investigated were active catalysts for the reaction, but only those with bicycle-supported oxazoline-phosphine ligands gave reasonable stereoinductio...

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Veröffentlicht in:Tetrahedron Letters 2008, Vol.49 (51), p.7290-7293
Hauptverfasser: Cheruku, Pradeep, Church, Tamara L., Trifonova, Anna, Wartmann, Thomas, Andersson, Pher G.
Format: Artikel
Sprache:eng
Schlagworte:
Asymmetric catalysis
Chemistry
Chiral tertiary amines
Enamines
Hydrogenation
Kemi
NATURAL SCIENCES
NATURVETENSKAP
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Zusammenfassung:The asymmetric hydrogenation of N, N-dialkyl and N-alkyl- N-aryl enamines to chiral tertiary amines was studied. All the N,P-ligated iridium complexes investigated were active catalysts for the reaction, but only those with bicycle-supported oxazoline-phosphine ligands gave reasonable stereoinduction. The best catalyst produced a range of chiral tertiary amines in up to 87% ee.
ISSN:0040-4039
1359-8562
1873-3581
DOI:10.1016/j.tetlet.2008.10.035