The application of manganese (III) acetate to the synthesis of two diverse biologically active compounds
Dunham, Andrew J.
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Methyl-4-oxo-10-(1-oxoethoxy)-tricyclo[184.108.40.206²,⁶]undecan-5-oate, a synthetic precursor to hirsutene, was prepared in moderate yields via an intramolecular radical tandem cyclization of 4-(2,6-cyclo-octadienyl)methyl acetoacetate induced by manganese (III) acetate. Two analogous polysubstituted dihydrofurans of expected PAF antagonistic activity were prepared in good yields from the manganese(III) acetate induced fusion of a substituted styrene with a substituted benzoyl acetate. The use of manganese(III) acetate oxidations in the syntheses of such diverse compounds promises greater applications of this chemistry towards other synthetic problems in the future.