Premium
Efficient iridium and rhodium‐catalyzed asymmetric transfer hydrogenation using 9‐amino(9‐deoxy) cinchona alkaloids as chiral ligands
Author(s) -
He Wei,
Liu Peng,
Le Zhang Bang,
Li Sun Xiao,
Zhang Sheng Yong
Publication year - 2006
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1055
Subject(s) - chemistry , iridium , rhodium , catalysis , transfer hydrogenation , cinchona alkaloids , cinchona , asymmetric hydrogenation , ligand (biochemistry) , organic chemistry , enantioselective synthesis , combinatorial chemistry , medicinal chemistry , ruthenium , biochemistry , receptor
9‐Amino (9‐deoxy) cinchona alkaloids, derived from natural cinchona alkaloids, were applied in asymmetric transfer hydrogenation in both iridium and rhodium catalytic systems using i ‐propanol as the hydrogen source. A series of aromatic ketones was examined, and good to excellent conversions and enantioselectivities were observed. The best results were achieved using 9‐amino(9‐deoxy) epicinchonine 2a as the ligand and [Ir(COD)Cl] 2 as the metal precursor, and for the isobutylphenone, the conversion and enantioselectivity were obtained in 90 and 97% e.e. respectively. Copyright © 2006 John Wiley & Sons, Ltd.