Rh/SPO-WudaPhos 催化的通过非共价离子对相互作用的 α-取代乙烯基膦酸不对称氢化反应。
Rh/SPO-WudaPhos-Catalyzed Asymmetric Hydrogenation of α-Substituted Ethenylphosphonic Acids via Noncovalent Ion-Pair Interaction.
机构信息
College of Chemistry and Molecular Sciences, Wuhan University , Wuhan, Hubei 430072, P. R. China.
Department of Chemistry, South University of Science and Technology of China , Shenzhen, Guangdong 518055, P. R. China.
出版信息
Org Lett. 2017 Aug 18;19(16):4375-4378. doi: 10.1021/acs.orglett.7b02098. Epub 2017 Aug 9.
Asymmetric hydrogenation of α-substituted ethenylphosphonic acids has been successfully achieved by Rh/ferrocenyl chiral bisphosphorus ligand (SPO-Wudaphos) through noncovalent ion-pair interaction between the substrate and catalyst under mild reaction conditions without base. A series of chiral phosphonic acids were obtained with excellent results (up to 98% ee, >99% conversion, 2000 TON). Moreover, the control experiments showed that the noncovalent ion-pair interaction was critical in this asymmetric hydrogenation.
通过 Rh/手性二茂铁膦配体（SPO-Wudaphos）在非共价离子对相互作用下，在温和的反应条件下，无需碱，成功地实现了 α-取代乙烯基膦酸的不对称氢化。在该不对称氢化中，非共价离子对相互作用是关键。通过该方法，获得了一系列手性膦酸，具有优异的结果（高达 98%的对映体过量，>99%的转化率，2000 个周转数）。此外，控制实验表明，非共价离子对相互作用在手性磷酸的不对称氢化中是至关重要的。
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