Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3+2] photocycloaddition

Herein, a visible-light mediated strategy unlocking a family of cyclic beta-amino carbonyl derivatives bearing three contiguous stereogenic centres is introduced. The overall reactivity relies on the performance of the substrate-catalyst complex to assist both the enantiocontrol and the photoredox tasks. This transformation led to an enantioselective [3 + 2] photocycloaddition between coordinated alpha,beta-unsaturated acyl imidazoles and cyclopropylamine derivatives.

Automated summary

A visible-light mediated strategy for the synthesis of cyclic beta-amino carbonyl derivatives with three contiguous stereogenic centers is introduced. The reactivity of the transformation relies on the substrate-catalyst complex to assist both enantioselectivity control and photoredox reactions. This transformation enables an enantioselective [3 + 2] photocycloaddition between coordinated alpha,beta-unsaturated acyl imidazoles and cyclopropylamine derivatives.