Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5225988 | Tetrahedron | 2010 | 7 Pages |
Enzymatic kinetic resolution of a series of aromatic and aliphatic cyanohydrins in organic media has been investigated. The behavior of potential lipases, molecular sieves, acyl reagent, reaction temperature, and organic solvents on the kinetic resolution was studied. The influence of substrate structure, steric, and electronic nature and position of the aryl substituent on the enantioselectivity was discussed. Under the optimized reaction conditions, good enantioselectivity could be achieved for most of the investigated compounds. Specifically, substrates 1a, 1c, 1d, 1f, 1u could be resolved with the kinetic enantiomer ratio (E) higher than 200.
Graphical abstractDownload full-size imageTwenty-three examples. When R=phenyl, 4-MeO-phenyl, 4-MeS-phenyl, 3-F-phenyl and phenethyl, the kinetic enantiomer ratio (E) reaches up to 314.