Following on from the successful application of our cascade methodology to N-alkylation with terminal diols, our attention turned to the synthesis of α-substituted N-heterocycles. Initially, we sought to achieve this using renewable keto-acid substrates which may be derived from biomass, as previously demonstrated in our CAR-TA-IRED cyclisation manuscript. While a combination of CARsr with AdRedAm led to GC-MS detection, we were unable to suitably optimize this cascade for scaling.