通过离子对非共价相互作用实现羧基导向的α,α-二取代末端烯烃的高对映选择性不对称氢化。
Highly Enantioselective Asymmetric Hydrogenation of Carboxy-Directed α,α-Disubstituted Terminal Olefins via the Ion Pair Noncovalent Interaction.
机构信息
Key Laboratory of Biomedical Polymers, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan University , Wuhan, Hubei 430072, P. R. China.
Department of Chemistry, Southern University of Science and Technology , Shenzhen, Guangdong 518000, P. R. China.
出版信息
Org Lett. 2017 Dec 15;19(24):6474-6477. doi: 10.1021/acs.orglett.7b02972. Epub 2017 Nov 22.
The t-Bu-Wudaphos was successfully applied into Rh-catalyzed asymmetric hydrogenation of α,α-disubstituted terminal olefins bearing a carboxy-directed group with excellent reactivities and enantioselectivities via the ion pair noncovalent interaction (up to >99% conversion, 98% yield, 98% ee) under mild reaction conditions without base. In addition, control experiments were conducted, and the results demonstrated that the ion pair noncovalent interaction between ligand and substrate played an important role in achieving an outstanding performance in this asymmetric hydrogenation.
叔丁基-Wudaphos 成功地应用于 Rh 催化的具有羧基导向基团的 α,α-二取代末端烯烃的不对称氢化反应，在温和的反应条件下，无需碱，通过离子对非共价相互作用，表现出优异的反应活性和对映选择性（最高转化率>99%，收率 98%，ee 值 98%）。此外，进行了对照实验，结果表明配体和底物之间的离子对非共价相互作用在实现这种不对称氢化的优异性能中起着重要作用。
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