A step-economical and diastereoselective synthesis of dispirooxindole-pyrrolizines bearing seven stereocenters

A thermodynamic-promoting diastereoselective synthesis of dispirooxindole-pyrrolizines was developed by a five-component reaction with a dual 1,3-dipolar cycloadditions process of non-stabilized azome-thine ylides that includes the decarboxylation of glycine and a-C-H functionalization of generated pyrrolidines in situ. This process is a solid and versatile strategy for rapidly assembling fused pyrrolizines with two spirooxindoles bearing seven stereocenters. Homogeneous Bronsted acid catalysis and benign solvent in one-step reaction can be used to promote the green process, with by-products of CO2 and H2O, and potentiating environmental tolerance.& COPY; 2023 Elsevier Ltd. All rights reserved.

Automated summary

A thermodynamic-promoting diastereoselective synthesis of dispirooxindole-pyrrolizines was developed using a five-component reaction and a dual 1,3-dipolar cycloadditions process. This process allows for the rapid assembly of fused pyrrolizines with two spirooxindoles bearing seven stereocenters. It utilizes homogeneous Bronsted acid catalysis and a benign solvent to promote a green process with by-products of CO2 and H2O, enhancing environmental tolerance.