Selective ring-opening carbonylation of epoxy-steroids.
Ring-opening alkoxycarbonylation of epoxy-steroids has been carried out with a Co2(CO)8/3-hydroxypyridine catalytic system. High chemo- and regioselectivities were obtained under the reaction conditions applied. Structural analysis of the products proved their high stereochemical purity in each case, accompanied by inversion of the original configuration. No carbonylation took place for sterically hindered steranic epoxides.
Balázs
Attila
A
Department of Organic Chemistry, University of Veszprém, H-8201 Veszprém, P.O. Box 158, Hungary.
Benedek
Csilla
C
Szalontai
Gábor
G
Torös
Szilárd
S
D002384:Catalysis; D002849:Chromatography, Gas; D002855:Chromatography, Thin Layer; D004852:Epoxy Compounds / Q000737:chemistry*; D005663:Furans / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D012996:Solutions; D013237:Stereoisomerism; D013256:Steroids / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
D004852:Epoxy Compounds; D005663:Furans; D012996:Solutions; D013256:Steroids; C018674:tetrahydrofuran