Synthesis and enzymatic kinetic resolution of alpha,alpha-disubstituted cyclic hydroxy nitriles.
Herein, we describe the diastereoselective synthesis of five- and six-membered alpha,alpha-disubstituted cyclic beta-hydroxy nitriles and their resolution via enzymatic transesterification. By this method, all possible stereoisomers were obtained in enantiopure form and high yield.
Levy
Laura M
LM
Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, Julián Clavería, 8, 33071 Oviedo, Spain.
Gotor
Vicente
V
D002175:Candida / Q000201:enzymology*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D004951:Esterification; D005656:Fungal Proteins; D007700:Kinetics; D008049:Lipase / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009570:Nitriles / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
D005656:Fungal Proteins; D009570:Nitriles; D008049:Lipase; C431349:lipase B, Candida antarctica