Direct Reductive Amination of Aldehyde Bisulfite Adducts Induced by 2‑Picoline Borane: Application to the Synthesis of a DPP-IV Inhibitor

Aldehyde-bisulfite adducts dervied from unstable parent aldehydes were reductively alkylated in a direct fashion with a variety of amines. This approach features the use of 2-picoline borane as the reducing agent and a protic solvent for the reaction media and has been successfully applied to the synthesis of a DPP-IV inhibitor and a variety of other amines.