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A Homogeneous Catalyst for Reduction of Optically Active Esters to the Corresponding Chiral Alcohols without Loss of Optical Purities
Author(s) -
Kuriyama Wataru,
Ino Yasunori,
Ogata Osamu,
Sayo Noboru,
Saito Takao
Publication year - 2010
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.200900114
Subject(s) - chemistry , sodium borohydride , catalysis , yield (engineering) , ruthenium , enantiomeric excess , lithium (medication) , hydrogen , hydride , reducing agent , aluminum hydride , combinatorial chemistry , borohydride , homogeneous , organic chemistry , homogeneous catalysis , enantioselective synthesis , medicine , materials science , physics , methoxide , endocrinology , metallurgy , thermodynamics
A ruthenium complex was found to catalyze the hydrogen reduction of esters under mild and neutral conditions. A variety of optically active esters can be reduced to the corresponding alcohols in excellent yield without loss of their optical purity or causing undesirable side reactions. Hydrogen reduction needs such simple operations – reaction, concentration, and purification – that the violent quench step and extraction step, which accompany conventional sodium borohydride or lithium aluminum hydride reduction, can be omitted.