West China School of Public Health and West China Fourth Hospital and State Key Laboratory of Biotherapy, Sichuan University, Chengdu 610041, China.
School of Chemistry and Chemical Engineering, Linyi University, Linyi 276005, China.
Org Lett. 2021 Feb 5;23(3):896-901. doi: 10.1021/acs.orglett.0c04114. Epub 2021 Jan 12.
An efficient protocol for the asymmetric hydroarylation and hydroalkenylation of benzo[]thiophene 1,1-dioxides with organoboranes has been developed. The combination of a rhodium(I) precatalyst and a chiral diene ligand constitutes the catalytic system, which enables the facile synthesis of 2,3-dihydrobenzo[]thiophene 1,1-dioxides in good yields with high enantioselectivities. The merging of this asymmetric hydroarylation with the downstream alkylations delivers 2,3-dihydrobenzo[]thiophene 1,1-dioxides that contain two continuous quaternary stereocenters with high enantioselectivities in a diastereodivergent manner.
已开发出一种用于苯并噻吩 1,1-二氧化物与有机硼烷的不对称氢芳基化和氢烯丙基化的有效方法。铑（I）前催化剂和手性二烯配体的组合构成了催化体系，该体系可轻松地以高产率和高对映选择性合成 2,3-二氢苯并噻吩 1,1-二氧化物。将不对称氢芳基化与下游烷基化合并，可以以非对映选择性的方式以高对映选择性获得含有两个连续的季立体中心的 2,3-二氢苯并噻吩 1,1-二氧化物。
