Trifonova Evgeniya A, Ankudinov Nikita M, Mikhaylov Andrey A, Chusov Denis A, Nelyubina Yulia V, Perekalin Dmitry S
Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova str., 119991, Moscow, Russia.
Angew Chem Int Ed Engl. 2018 Jun 25;57(26):7714-7718. doi: 10.1002/anie.201801703. Epub 2018 Apr 17.
The rapid development of enantioselective C-H activation reactions has created a demand for new types of catalysts. Herein, we report the synthesis of a novel planar-chiral rhodium catalyst [(C H Bu CH Bu)RhI ] in two steps from commercially available [(cod)RhCl] and tert-butylacetylene. Pure enantiomers of the catalyst were obtained through separation of its diastereomeric adducts with natural (S)-proline. The catalyst promoted enantioselective reactions of aryl hydroxamic acids with strained alkenes to give dihydroisoquinolones in high yields (up to 97 %) and with good stereoselectivity (up to 95 % ee).
对映选择性C-H活化反应的迅速发展引发了对新型催化剂的需求。在此，我们报道了一种新型平面手性铑催化剂[(C H Bu CH Bu)RhI ]的两步合成方法，该方法以市售的[(cod)RhCl]和叔丁基乙炔为原料。通过将其非对映体加合物与天然(S)-脯氨酸分离，获得了催化剂的纯对映体。该催化剂促进了芳基异羟肟酸与张力烯烃的对映选择性反应，以高产率（高达97%）和良好的立体选择性（高达95% ee）生成二氢异喹啉酮。
