首页|New functional chiral P-based ligands and application in ruthenium-catalyzed enantioselective transfer hydrogenation of ketones
New functional chiral P-based ligands and application in ruthenium-catalyzed enantioselective transfer hydrogenation of ketones
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NSTL
Elsevier
<![CDATA[<ce:abstract xmlns:ce="http://www.elsevier.com/xml/common/dtd" xmlns="http://www.elsevier.com/xml/ja/dtd" class="graphical" xml:lang="en" id="ab005" view="all"><ce:section-title id="st005">Graphical abstract</ce:section-title><ce:abstract-sec id="as005" view="all"><ce:simple-para>Display Omitted</ce:simple-para></ce:abstract-sec></ce:abstract><ce:abstract xmlns:ce="http://www.elsevier.com/xml/common/dtd" xmlns="http://www.elsevier.com/xml/ja/dtd" class="author" xml:lang="en" id="ab010" view="all"><ce:section-title id="st010">Abstract</ce:section-title><ce:abstract-sec id="as010" view="all"><ce:simple-para id="sp0010" view="all">Metal-catalyzed asymmetric transfer hydrogenation is a powerful and practical method for the reduction of ketones to produce the corresponding secondary alcohols, which are valuable building blocks in the pharmaceutical, perfume, and agrochemical industries. Hence, a series of novel chiral<ce:italic>β</ce:italic>-amino alcohols were synthesized by chiral amines with regioselective ring opening of (<ce:italic>S</ce:italic>)-propylene oxide or reaction with (<ce:italic>S</ce:italic>)-(+)-2-hydroxypropyl<ce:italic>p</ce:italic>-toluenesulfonate by a straightforward method. The chiral ruthenium catalytic systems generated from [Ru(arene)(μ-Cl)Cl]<ce:inf loc="post">2</ce:inf>complexes and chiral phosphinite ligands based on amino alcohol derivatives were employed in asymmetric transfer hydrogenation of ketones to give the corresponding optically active alcohols; (2<ce:italic>S</ce:italic>)-1-{[(2<ce:italic>S</ce:italic>)-2-[(diphenylphosphanyl)oxy]propyl][(1<ce:italic>R</ce:italic>)-1-phenylethyl]amino}propan-2-yldiphenylphosphinitobis[dichol-oro(η<ce:sup loc="post">6</ce:sup>-benzene)ruthenium(II)] acts an excellent catalyst in the reduction of<ce:italic>α</ce:italic>-naphthyl methyl ketone, giving the corresponding alcohol with up to 99% ee. The substituents on the backbone of the ligands were found to have a remarkable effect on bo
NSTL
Elsevier
