First desymmetrization of 1,3-propanediamine derivatives in organic solvent. Development of a new route for the preparation of optically active amines.
The chemical synthesis and enzymatic desymmetrization of a panel of prochiral diamines have been successfully described for the first time using lipases in organic solvents. A family of 2-aryl-1,3-propanediamines has been obtained with high enantiopurity and good yields in the PSL-catalyzed reaction using diallyl carbonate in 1,4-dioxane.
Busto
Eduardo
E
Departamento de Química OrgAnica e InorgAnica, Instituto Universitario de Biotecnología de Asturias, Universidad de Oviedo, Oiedo E-33071, Spain.
Gotor-Fernández
Vicente
V
Montejo-Bernardo
Jose
J
Gárcía-Granda
Santiago
S
Gotor
Vicente
V
D000588:Amines / Q000138:chemical synthesis*; D002384:Catalysis; D018360:Crystallography, X-Ray; D003959:Diamines / Q000737:chemistry*; D005656:Fungal Proteins; D008049:Lipase / Q000378:metabolism*; D008968:Molecular Conformation; D015394:Molecular Structure; D012997:Solvents; D013237:Stereoisomerism
D000588:Amines; D003959:Diamines; D005656:Fungal Proteins; D012997:Solvents; D008049:Lipase; C431349:lipase B, Candida antarctica