Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore, 637371, Singapore.
KAUST Catalysis Center and Division of Physical Science and Technology, Thuwal, 23955-6900, Saudi Arabia.
Angew Chem Int Ed Engl. 2020 Mar 23;59(13):5341-5345. doi: 10.1002/anie.201915864. Epub 2020 Feb 11.
Substituted cyclohexylamines are becoming increasingly important in drug discovery. Asymmetric Heck insertion/amination of nonconjugated cyclodienes proceeds to give 5-aryl cyclohexenylamines with good enantioselectivity and exclusive trans configurations. Primary and secondary anilines, indoline, and benzylamines are suitable amines. The weakly donating diphosphite Kelliphite forms a deep unsymmetrical pocket, which is essential for stereoselective anti attack of amines.
取代环己胺在药物发现中变得越来越重要。非共轭环二烯的不对称 Heck 插入/胺化反应以良好的对映选择性和单一的反式构型得到 5-芳基环己烯胺。伯胺和仲胺、吲哚啉和苄胺都是合适的胺。弱给电子双膦酸酯 Kelliphite 形成了一个深的不对称口袋,这对于胺的立体选择性反进攻是必不可少的。