铑催化的β-取代-β-硫代-α,β-不饱和酯的不对称氢化反应：手性有机硫化物的快速合成。
Rh-Catalyzed Asymmetric Hydrogenation of β-Substituted-β-thio-α,β-unsaturated Esters: Expeditious Access to Chiral Organic Sulfides.
机构信息
Key Laboratory of Biomedical Polymers, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences , Wuhan University , Wuhan , Hubei 430072 , P. R. China.
Department of Chemistry and Shenzhen Grubbs Institute , Southern University of Science and Technology , Shenzhen , Guangdong 518055 , P. R. China.
出版信息
Org Lett. 2018 Sep 21;20(18):5636-5639. doi: 10.1021/acs.orglett.8b02339. Epub 2018 Aug 30.
Rh/bifunctional bisphosphine-thiourea ligand (ZhaoPhos)-catalyzed asymmetric hydorgenation of both ( Z)- and ( E)-isomers of β-substituted-β-thio-α,β-unsaturated esters was successfully developed. This new asymmetric catalytic methodology provided highly efficient access to two enantiomers of chiral organic sulfides ethyl β-substituted-β-thio-propanoates with excellent results (up to 99% yield and >99% ee for ( Z)-substrates, up to 99% yield and 98% ee for ( E)-substrates, TON up to 5000), which are important intermediates in organic synthesis.
赵飞课题组发展了手性双膦-硫脲配体（ZhaoPhos）催化的β-取代-β-硫代-α,β-不饱和酯的（Z）-和（E）-异构体的不对称氢化反应。这种新的不对称催化方法为手性有机硫化物（Z）-和（E）-β-取代-β-硫代丙酸乙酯的两个对映异构体的高效构建提供了有效途径，获得了优异的结果（（Z）-底物最高 99%的产率和>99%的对映选择性，（E）-底物最高 99%的产率和 98%的对映选择性，TON 最高可达 5000），这些化合物是有机合成中的重要中间体。
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