Ling Li, Song Zeli, Shan He, Wang Chao, Li Shouting, Wang Yanjiao, Hu Jianfeng, Chen Qian, Zhang Hao, Yang Yong
College of Chemistry & Chemical Engineering, Inner Mongolia University, Hohhot 010021, P. R. China.
Inner Mongolia Key Laboratory of Fine Organic Synthesis, Inner Mongolia University, Hohhot 010021, P. R. China.
Chem Commun (Camb). 2023 Mar 2;59(19):2739-2742. doi: 10.1039/d2cc06492h.
A family of planar chiral indene-fused ferrocenes were prepared through an intramolecular asymmetric C-H arylation in excellent yields (up to 99%) with excellent enantioselectivities (up to 99% ee). They were thereafter successfully transformed to chiral ferrocenyl phosphines, featuring both planar and central chiralities, in good yields (up to 83%) and excellent diastereoselectivities (up to 99% de) through highly diastereoselective phosphination. This protocol offers a general method for planar and central chiral ferrocenyl phosphines. The potential applications of the newly developed ligands were demonstrated by a Pd-catalyzed enantioselective allylic alkylation reaction, in which high enantioselectivity (92% ee) and good yield (89%) were obtained.
通过分子内不对称C-H芳基化反应,以优异的产率(高达99%)和对映选择性(高达99% ee)制备了一系列平面手性茚并二茂铁。此后,通过高非对映选择性膦化反应,它们以良好的产率(高达83%)和优异的非对映选择性(高达99% de)成功转化为同时具有平面手性和中心手性的手性二茂铁基膦。该方法为制备平面手性和中心手性二茂铁基膦提供了一种通用方法。通过钯催化的对映选择性烯丙基烷基化反应证明了新开发配体的潜在应用,该反应获得了高对映选择性(92% ee)和良好的产率(89%)。