摘要
Herein we report a diastereodivergent synthesis of fully disubstituted spiro[indoline-3,2’-pyrrolidin]-2-ones through base-promoted(3+2)cycloadditions.Importantly,the catalysts are found to have full control over the configuration of the stereocenters.When a Lewis base(PCy3)is used as a catalyst,good yields and excellent diastereoselectivities are obtained,regardless of the properties of the substituents,whereas spiro[indoline-3,2’-pyrrolidin]-2-ones of a different diastereoisomer are produced in good yields when a Brønsted base(K_(2)CO_(3))is used.ESI-MS experiments proved the existence of key zwitterionic intermediates.
基金
the National Natural Science Foundation of China(21702189,21672193,and 21272218)
the Key Scientific and Technological Project of Henan Province(202102310004)
the China Ministry of Industry and Information Technology(Z135060009002)
Zhengzhou University(JC21253007)of China for financial support of this research.
