Asymmetric Hydrogenation of Quinolines Catalyzed by Iridium Complexes of Monodentate BINOL-Derived Phosphoramidites

The monodentate BINOL‐derived phosphoramidite PipPhos is used as ligand for the iridium‐catalyzed asymmetric hydrogenation of 2‐ and 2,6‐substituted quinolines. If tri‐ortho‐tolylphosphine and/or chloride salts are used as additives enantioselectivities are strongly enhanced up to 89%. NMR indicates...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2008-05, Vol.350 (7-8), p.1081-1089
Main Authors: Mršić, Nataša, Lefort, Laurent, Boogers, Jeroen A. F., Minnaard, Adriaan J., Feringa, Ben L., de Vries, Johannes G.
Format: Article
Language:English
Subjects:
asymmetric hydrogenation
homogeneous catalysis
iridium
phosphoramidites
quinolines
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Summary:The monodentate BINOL‐derived phosphoramidite PipPhos is used as ligand for the iridium‐catalyzed asymmetric hydrogenation of 2‐ and 2,6‐substituted quinolines. If tri‐ortho‐tolylphosphine and/or chloride salts are used as additives enantioselectivities are strongly enhanced up to 89%. NMR indicates that no mixed complexes are formed upon addition of tri‐ortho‐tolylphosphine.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.200800007