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

Faul, Margaret; Larsen, Rob; Levinson, Adam; Tedrow, Jason; Vounatsos, Filisaty

doi:10.1021/jo3023878.s001

jo3023878_si_001.pdf (3.37 MB)

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

journal contribution

posted on 2013-02-15, 00:00 authored by Margaret Faul, Rob Larsen, Adam Levinson, Jason Tedrow, Filisaty Vounatsos

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.