4-Benzoylbutanol and 5-benzoylpentanol were synthesised and identified as AcCO 6 substrates through activity screens and were subjected to AcCO6 AdRedAm biotransformations under standard conditions. While no reaction was observed with 5benzoylpentanol, 4-benzoylbutanol initially yielded enamine side products, likely formed through the energetically favourable tautomerization of the final iminium intermediate. While further incubation with the IRED did not yield enamine reduction, the addition of ammonia borane to the reaction mixture allowed for racemic 2-phenylpiperidine derivatives to form (Table ). This was subsequently scaled for the synthesis of racemic N-propargyl-2-phenylpiperidine (15vi) in good yield (Scheme 5).