Preparation via Diastereoselective Hydrogenation, Absolute Conformation and Configuration of Exogeneous Anabolic Zeranol ((3S, 7R)??3, 4, 5, 6, 7, 8, 9, 10, 11, 12?? …

G Snatzke, C Angeli, E Decorte, F Moimas…

Index: Snatzke; Angeli; Decorte; et al. Helvetica Chimica Acta, 1986 , vol. 69, # 3 p. 734 - 748

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Citation Number: 19

Abstract

Abstract Hydrogenation of the ketone group in di-O-benzylderivative (8) of the known macrocyclic lactone zeralenone (7) using a novel chiral borane complex 3. BH 3, prepared in situ, proceeded at lower temperatures with moderate diastereoselectivity (∼ 40%, de at− 60). Unsaturated diastereomers 9 and 10 were separated, and 9 converted into zeranol (11), a known anabolic agent. Restricted conformational mobility at lower temperatures is ...