Department of Chemistry and State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, 211198, China.
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore, 637371, Singapore.
Angew Chem Int Ed Engl. 2019 Feb 18;58(8):2474-2478. doi: 10.1002/anie.201812266. Epub 2019 Jan 21.
The enantioselective synthesis of a series of C -symmetric 3,3'-diarylated 1,1'-spirobiindane-7,7'-diols (3,3'-diaryl-SPINOLs) was developed by sequential Rh-catalyzed twofold asymmetric conjugate arylation/BF -promoted diastereoselective spirocyclization (>20:1 d.r. and >99 % ee for all examples). Some phosphoramidite ligands were prepared from the 3,3'-Ph-SPINOL and applied to several catalytic asymmetric reactions, and the 3,3'-diarylated ligands showed higher enantioselectivities than the privileged nonsubstituted ligands.
通过 Rh 催化的双重不对称共轭芳基化反应/ BF 促进的非对映选择性螺环化反应，发展了一系列 C 对称的 3,3'-二芳基 1,1'-螺双茚烷-7,7'-二醇（3,3'-二芳基-SPINOL）的对映选择性合成（所有实例均具有>20:1 的 d.r. 和>99%的 ee）。一些手性磷酰胺配体是由 3,3'-Ph-SPINOL 制备的，并应用于几种催化不对称反应中，而 3,3'-二芳基配体显示出比受保护的非取代配体更高的对映选择性。
