Starting from Diels–Alder adducts of furan with maleic anhydride, maleic acid, and dimethyl acetylenedicarboxylate, the synthesis of prostaglandin-H1(PGH1) analogues, in which the bicyclic part of PGH1 is replaced by the 7-oxabicyclo[2.2.1]heptane moiety, is described. Isomers with the two side-chains in exo,exo-, exo,endo-, and endo,exo-positions and their C(15)-epimers have been synthesised.
T. A. Eggelte, H. de Koning and H. O. Huisman, J. Chem. Soc., Perkin Trans. 1, 1978, 980 DOI: 10.1039/P19780000980
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