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  • Convergent stereoselective ...
    Farhane, Siham; Fournier, Michelle-Audrey; Maltais, René; Poirier, Donald

    Tetrahedron, 04/2011, Letnik: 67, Številka: 13
    Journal Article

    The stereoselective synthesis of furanic-steroid derivatives involving ring-closing metathesis and catalytic hydrogenation as key steps is described. The synthetic strategy was first illustrated by the synthesis of the furanic-estrane derivative 1 in seven steps starting from estrone and 2-methylene-propane-1,3-diol. This compound initially targeted as a potential inhibitor of 17β-hydroxysteroid dehydrogenase type 1 by a docking experiment was found to inhibit the enzyme. The scope of this new strategy was also extended to furanic-androstane derivatives by synthesizing compound 20. Display omitted