Laboratory of Asymmetric Catalysis and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, China.
Org Biomol Chem. 2019 Jan 31;17(5):1154-1162. doi: 10.1039/c8ob03065k.
The versatile application of chiral bisoxazoline (BOX) ligands in diverse metal-catalyzed asymmetric reactions results in growing demand for novel BOX ligands containing different motifs. Herein, the successful development of a chiral spiro bisoxazoline ligand (TMSI-BOX) on the basis of the tetramethyl-1,1'-spirobiindane motif and bisoxazoline chelating units is described. The corresponding Fe complexes of TMSI-BOX proved to be excellent catalysts in the asymmetric intramolecular cyclopropanation reaction of diazo derivatives, providing synthetically versatile [3.1.0]bicycloalkane derivatives bearing two contiguous quaternary chiral centers with high enantiomeric purity.
手性双恶唑啉(BOX)配体在多种金属催化不对称反应中的多功能应用导致对含有不同结构单元的新型 BOX 配体的需求不断增长。在此,我们成功地基于四甲基-1,1'-螺二茚基和双恶唑啉螯合单元开发了一种手性螺双恶唑啉配体(TMSI-BOX)。TMSI-BOX 的相应 Fe 配合物在重氮衍生物的不对称分子内环丙烷化反应中表现出优异的催化性能,提供了具有两个相邻季碳手性中心的高对映选择性[3.1.0]双环烷烃衍生物。