Many chiral ligands bearing phosphorus donor atoms were developed and applied in the area of metal catalyzed asymmetric catalysis. A new chiral bis(phoshinite) ligand was successfully synthesized from optically active (1S,8S)-3,6-[N-(S)-alpha-phenylethyl] diaza-1,8-diphenoxymethyl-1,8-octanediol in high yield. A ruthenium(II) complex generated in situ from [Ru(eta(6)-p-cymene)(mu-Cl)Cl](2), bis(phosphinite) ligand and KOH acts as an active catalyst for asymmetric transfer hydrogenation (ATH) of acetophenone derivatives in isopropyl alcohol (IPA) as both solvent and hydrogen source. The catalytic reaction proceeds cleanly to give enantiomerically enriched secondary alcohols up to 90% or 89% ee's at 50 or 82 degrees C, respectively. (C) 2013 Elsevier B. V. All rights reserved.
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Nagoya Univ, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
Nagoya Univ, Res Ctr Mat Sci, Chikusa Ku, Nagoya, Aichi 4648602, JapanNagoya Univ, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
Matsuoka, Aki
Sandoval, Christian A.
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Enantiotech Co Ltd, Zhongshan 528437, Guangdong, Peoples R ChinaNagoya Univ, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
Sandoval, Christian A.
Uchiyama, Masanobu
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RIKEN Ctr Sustainable Resource Sci, Wako, Saitama 3510198, Japan
RIKEN, Elements Chem Lab, Wako, Saitama 3510198, Japan
Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, JapanNagoya Univ, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
Uchiyama, Masanobu
Noyori, Ryoji
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Nagoya Univ, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
Nagoya Univ, Res Ctr Mat Sci, Chikusa Ku, Nagoya, Aichi 4648602, JapanNagoya Univ, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
Noyori, Ryoji
Naka, Hiroshi
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Nagoya Univ, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
Nagoya Univ, Res Ctr Mat Sci, Chikusa Ku, Nagoya, Aichi 4648602, JapanNagoya Univ, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
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Stockholm Univ, Dept Organ Chem, Arrhenius Lab, SE-10691 Stockholm, SwedenStockholm Univ, Dept Organ Chem, Arrhenius Lab, SE-10691 Stockholm, Sweden