Department of Chemistry, Princeton University , Princeton, New Jersey 08544, United States.
Department of Chemistry, University of Utah , 315 S 1400 E, Salt Lake City, Utah 84112, United States.
J Am Chem Soc. 2017 Apr 26;139(16):5688-5691. doi: 10.1021/jacs.7b03448. Epub 2017 Apr 13.
A Ni-catalyzed reductive cross-coupling of styrenyl aziridines with aryl iodides is reported. This reaction proceeds by a stereoconvergent mechanism and is thus amenable to asymmetric catalysis using a chiral bioxazoline ligand for Ni. The process allows facile access to highly enantioenriched 2-arylphenethylamines from racemic aziridines. Multivariate analysis revealed that ligand polarizability, among other features, influences the observed enantioselectivity, shedding light on the success of this emerging ligand class for enantioselective Ni catalysis.
报道了镍催化的苯乙烯基氮丙啶与芳基碘化物的还原交叉偶联反应。该反应通过立体协同机制进行，因此可以使用手性双恶唑啉配体对镍进行不对称催化。该过程可以从外消旋氮丙啶中轻松获得高对映体过量的 2-芳基苯乙胺。多元分析表明，配体极化率等特性影响观察到的对映选择性，这为这种新兴的手性镍催化配体类的成功提供了线索。
