Initially, we selected AdRedAm as the biocatalyst to investigate the proposed cascade. After optimisation of reaction conditions, N-methylpyrrolidine 21iii was obtained in good to high conversions (>80%) from 2,5-decadione and methylamine, with no pyrrole formation observed. However, low diastereomeric ratios were observed under all conditions tested. The reactions also did not prove amicable towards scaling, with byproducts consistently observed.