Synthesis of fused tricyclic gamma-lactones mediated by manganese(III) acetate.
Exposure of cyclic alkenes bearing a carboxylic acid and a malonate group to manganese(III) acetate and an appropriate copper(II) salt provides the corresponding tricyclic gamma-lactones in good yield.
Hulcoop
David G
DG
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK CB2 1EW.
Burton
Jonathan W
JW
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D000085:Acetates / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D008345:Manganese / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D014961:X-Ray Diffraction
D000085:Acetates; D006575:Heterocyclic Compounds, 3-Ring; D008345:Manganese; D003300:Copper; D015107:4-Butyrolactone