Dynamic kinetic resolution of amines involving biocatalysis and in situ free radical mediated racemization.
[reaction: see text] The association of lipase-catalyzed enzymatic resolution with in situ racemization mediated with the thiyl radical enables the dynamic kinetic resolution of non-benzylic amines. It leads to (R)-amides with high enantioselectivities. It can be applied either to the conversion of racemic mixtures or to the inversion of (S)-enantiomers.
Gastaldi
Stéphane
S
Laboratoire de Chimie Moléculaire Organique, UMR 6517, Chimie, Biologie, et Radicaux Libres, Boite 562, Université Paul Cézanne, Aix-Marseille III, Faculté des Sciences St Jérôme, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France.
Escoubet
Stéphanie
S
Vanthuyne
Nicolas
N
Gil
Gérard
G
Bertrand
Michèle P
MP
D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D005609:Free Radicals / Q000737:chemistry; D007536:Isomerism; D007700:Kinetics; D008049:Lipase / Q000378:metabolism; D013438:Sulfhydryl Compounds / Q000737:chemistry
D000588:Amines; D005609:Free Radicals; D013438:Sulfhydryl Compounds; D008049:Lipase