An Enantioselective Spirocyclization of Pd-Enolates and Isocyanates

Abstract

An enantioselective cyclization of Pd-enolates and isocyanates to form spirocyclic γ-lactams is reported. This reaction proceeds under mild reaction conditions and utilizes a novel Meldrum’s acid derivative to achieve catalyst turnover, delivering enantioenriched products in up to 97% yield and 96% ee. Preliminary mechanistic investigations suggest that the reaction may proceed via the formation of higher order species.