2024-02-062024-02-062022-12-22Rodríguez Salamanca, P., Gonzalo Calvo, G.d., Carmona, J.A., López Serrano, J., Iglesias Sigüenza, F.J., Fernández Fernández, R.F.,...,Hornillos, V. (2022). Biocatalytic Atroposelective Synthesis of Axially Chiral N-Arylindoles via Dynamic Kinetic Resolution. ACS Catalysis, 13 (1), 659-664. https://doi.org/10.1021/acscatal.2c06175.2155-5435https://hdl.handle.net/11441/154685A highly enantioselective biocatalytic dynamic kinetic resolution (DKR) of configurationally labile N-arylindole aldehydes is described. The DKR proceeds by atroposelective bioreduction of the carbonyl group catalyzed by commercial ketoreductases (KREDs), thus affording the corresponding axially chiral N-arylindole aminoalcohols, with excellent conversions and optical purities. The strategy relies on the racemization of the stereogenic axis that takes place thanks to a transient Lewis pair interaction between the NMe2 and the aldehyde groups. This protocol features a broad substrate scope under very mild conditions.application/pdf6 p.enginfo:eu-repo/semantics/articleinfo:eu-repo/semantics/openAccess10.1021/acscatal.2c06175