Transaminases as suitable catalysts for the synthesis of enantiopure β,β-difluoroamines.

Autor: García-Ramos M; Organic and Inorganic Chemistry Department, University of Oviedo, Avenida Julián Clavería 8, 33006 Oviedo, Spain. lavanderaivan@uniovi.es., Lavandera I; Organic and Inorganic Chemistry Department, University of Oviedo, Avenida Julián Clavería 8, 33006 Oviedo, Spain. lavanderaivan@uniovi.es.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2022 Feb 02; Vol. 20 (5), pp. 984-988. Date of Electronic Publication: 2022 Feb 02.
DOI: 10.1039/d1ob02346b
Abstrakt: Transaminases have shown the ability to catalyze the amination of a series of aliphatic and (hetero)aromatic α,α-difluorinated ketones with high stereoselectivity, thus providing the corresponding β,β-difluoroamines in high isolated yields (55-82%) and excellent enantiomeric excess (>99%). It was also observed that these activated substrates could be quantitatively transformed by employing a small molar excess of the amine donor since this amination process was thermodynamically favored. Selected transformations could be scaled up to 500 mg, showing the robustness of this methodology.
Databáze: MEDLINE