<i>N</i>‐Heterocyclic Carbene‐Catalyzed Homoenolate Additions with <i>N</i>‐Aryl Ketimines as Electrophiles: Efficient Synthesis of Spirocyclic γ‐Lactam Oxindoles

Abstract

In pole position: A simple and efficient approach to spirocyclic γ-lactam oxindoles by the N-heterocyclic carbene catalyzed addition of homoenloate equivalents to N-aryl isatinimines has been developed (see scheme). The use of N-aryl isatinimines as electrophiles in the NHC-catalyzed umpolung reaction of α,β-unsaturated aldehydes is demonstrated for the first time.