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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | Wu, Jing Yu, Feng Zhang, Xi-chang Sui, Yao-zong Wu, Fei-fei Xie, Lin-jie Zhou, Ji-ning Chan, Albert S. C. |
| Description | Author Affiliation: Yu F ( College of Material, Chemistry and Chemical Engineering and Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310036, P. R. China.) |
| Abstract | In the presence of $PhSiH_{3}$ as the reductant, the combination of enantiomeric dipyridylphosphane ligands and $Cu(OAc)_{2}⋅H_{2}O,$ which is an easy-to-handle and inexpensive copper salt, led to a remarkably practical and versatile chiral catalyst system. The stereoselective formation of a selection of synthetically interesting β-, γ- or δ-halo alcohols bearing high degrees of enantiopurity (up to 99.9 % enantiomeric excess (ee)) was realized with a substrate-to-ligand molar ratio (S/L) of up to 10 000. The present protocol also allowed the hydrosilylation of a diverse spectrum of alkyl aryl ketones with excellent enantioselectivities (up to 98 % ee) and exceedingly high turn-over rates (up to 50 000 S/L molar ratio in 50 min reaction time) in air, under very mild conditions, which offers great opportunities for the preparation of various physiologically active targets. The synthetic utility of the chiral products obtained was highlighted by the efficient conversion of optically enriched β-halo alcohols into the corresponding styrene oxide, β-amino alcohol, and β-azido alcohol, respectively. |
| ISSN | 09476539 |
| e-ISSN | 15213765 |
| Journal | Chemistry - A European Journal |
| Issue Number | 50 |
| Volume Number | 17 |
| Language | English |
| Publisher | Wiley-VCH;ChemPubSoc Europe |
| Publisher Date | 2011-12-09 |
| Publisher Place | Germany |
| Access Restriction | Open |
| Subject Keyword | Alcohols Chemical Synthesis Amino Alcohols Chemistry Copper Epoxy Compounds Ketones Organosilicon Compounds Catalysis Ligands Molecular Structure Oxidation-Reduction Stereoisomerism Research Support, Non-U.S. Gov't |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Catalysis |
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