B.S. (Bachelor of Science)
Department of Chemistry and Biochemistry
Methyl-4-oxo-10-(1-oxoethoxy)-tricyclo[188.8.131.52²,⁶]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.
Dunham, Andrew J., "The application of manganese (III) acetate to the synthesis of two diverse biologically active compounds" (1988). Honors Capstones. 1110.
Northern Illinois University
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