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Asymmetric Hydrogenation of Quinolines Catalyzed by Iridium Complexes of Monodentate BINOL‐Derived Phosphoramidites
Author(s) -
Mršić Nataša,
Lefort Laurent,
Boogers Jeroen A. F.,
Minnaard Adriaan J.,
Feringa Ben L.,
de Vries Johannes G.
Publication year - 2008
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200800007
Subject(s) - chemistry , iridium , phosphoramidite , denticity , asymmetric hydrogenation , catalysis , ligand (biochemistry) , enantioselective synthesis , combinatorial chemistry , medicinal chemistry , organic chemistry , receptor , metal , dna , biochemistry , oligonucleotide
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.

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