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Stereoselective halogenation of the 16-hydroxymethyl-3-methoxy-13alpha-estra-1,3,5(10)-trien-17-ols and their solvolytic investigation
Authors:Wölfling János  Mernyák Erzsébet  Forgó Péter  Schneider Gyula
Affiliation:Department of Organic Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary.
Abstract:The primary hydroxy functions of 16alpha-hydroxymethyl-3-methoxy-13alpha-estra-1,3,5(10)-trien-17beta-ol (3a) and 16beta-hydroxymethyl-3-methoxy-13alpha-estra-1,3,5(10)-trien-17alpha-ol (4a) were stereoselectively transformed into good leaving groups. On alkaline methanolysis of the 16-halomethyl or 16-tolylsulfonyloxymethyl derivatives, a new D-seco-13alpha-estrone derivative was obtained in high yield.
Keywords:Steroid   Selective synthesis     smallcaps"  >d-Secosteroid   13α-Estrone
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