Convergent stereoselective and efficient synthesis of furanic-steroid derivatives

作者: Siham Farhane , Michelle-Audrey Fournier , René Maltais , Donald Poirier

DOI: 10.1016/J.TET.2011.01.083

关键词: Ring-closing metathesisMetathesisStereoselectivityCatalysisChemistryStereochemistryDocking (molecular)Chemical synthesisSteroidDiol

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

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