1. Synthesis of protected 3-aminopiperidine and 3-aminoazepane derivatives using enzyme cascades
Grayson J Ford, Nico Kress, Ashley P Mattey, Lorna J Hepworth, Christopher R Baldwin, James R Marshall, Lisa S Seibt, Min Huang, William R Birmingham, Nicholas J Turner, Sabine L Flitsch Chem Commun (Camb). 2020 Jul 21;56(57):7949-7952. doi: 10.1039/d0cc02976a. Epub 2020 Jun 12.
Multi-enzyme cascades utilising variants of galactose oxidase and imine reductase led to the successful conversion of N-Cbz-protected l-ornithinol and l-lysinol to l-3-N-Cbz-aminopiperidine and l-3-N-Cbz-aminoazepane respectively, in up to 54% isolated yield. Streamlining the reactions into one-pot prevented potential racemisation of key labile intermediates and led to products with high enantiopurity.
