Synthesis of γ-Lactams by Formal Cycloadditions with Ketenes

The synthesis of gamma-lactams is reported by a formal (3+2) cycloaddition between readily available ketenes and aziridines or a one-pot formal (2+1+2) cycloaddition using imines as aziridine precursors. The method is practical, is scalable, and affords high yields. It also offers a high level of regio- and diastereoselectivity on a wide range of substrates as well as a high stereoselectivity in the case of enantiopure aziridines.

Automated summary

The synthesis of gamma-lactams using ketenes and aziridines or imines as precursors is practical, scalable, and yields high results. This method provides high regio- and diastereoselectivity on a wide range of substrates and high stereoselectivity when using enantiopure aziridines.