Seven-membered cyclic sulfite eudesmane derivatives: partial synthesis, structural determination, and enzymatic resolution.
Two chromatographically inseparable, diastereomeric eudesmane cyclic sulfites have been semisynthesized from alpha-santonin. This diastereomeric mixture was resolved by enzymatic acetylation with CCL. Each cyclic sulfite derivative was individually characterized on the basis of its spectroscopic and crystallographic properties.
García-Granados
Andrés
A
Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Granada, E-18071 Granada, Spain.
Parra
Andrés
A
Rivas
Francisco
F
Segovia
Alejandro J
AJ
D002175:Candida / Q000201:enzymology; D018360:Crystallography, X-Ray; D003500:Cyclization; D008049:Lipase / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards; D008958:Models, Molecular; D012015:Reference Standards; D012680:Sensitivity and Specificity; D045787:Sesquiterpenes, Eudesmane / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D013447:Sulfites / Q000138:chemical synthesis / Q000737:chemistry
D045787:Sesquiterpenes, Eudesmane; D013447:Sulfites; C015872:eudesmane; D008049:Lipase