Diastereoselective Access to cis-1,4-Disubstitued Tetrahydro-?-carbolines via a [Cp*RhCl2]2-Catalyzed Formal [3+3]-Cycloaddition

A [Cp*RhCl2](2)-catalyzed formal [3+3]-cycloaddition involving sequential ring opening of aziridines initiated by C-H activation and Michael addition has been developed for the construction of cis-1,4-disubstitued tetrahydro-gamma-carbolines. The advantages of this strategy include broad substrate scope, excellent cis-diastereoselectivities, highly functionalized products, and mild conditions.

Automated summary

A Cp*RhCl2-catalyzed formal [3+3]-cycloaddition involving sequential ring opening of aziridines initiated by C-H activation and Michael addition has been developed for the construction of cis-1,4-disubstituted tetrahydro-gamma-carbolines. The advantages of this strategy include broad substrate scope, excellent cis-diastereoselectivities, highly functionalized products, and mild conditions.