Zhou Junyu, Chen Peng, Liang Guojuan, Zhou Jing, Ou Jianhua, Zhou Pengfei, Wang Tao, Zhang Dong, Zhou Hui
Chongqing Research Center for Pharmaceutical Engineering, College of Pharmacy, Chongqing Medical University, Chongqing 400016, China.
Joint Training Base for Pharmacy Postgraduate Students of Chongqing Medical University and Chongqing Medleader Bio-Pharm Company, Ltd., Chongqing 400016, China.
J Org Chem. 2024 Sep 6;89(17):12307-12317. doi: 10.1021/acs.joc.4c01256. Epub 2024 Aug 27.
A chiral Zn-Sr heterobimetallic catalyst system generated in situ has been developed for the first highly /-selective asymmetric conjugate addition of 3-acetoxy-2-oxindoles to alkynones. Both terminal alkynones and nonterminal alkynones could be applied to the heterobimetallic catalytic system. The corresponding 3-alkenyl-3-acyloxy-2-oxindoles were obtained in moderate to excellent yields (55-99%) with high : ratios (8:1-30:1) and high enantioselectivities (86-99% ee).