Author:
Mernyák Erzsébet,Wölfling János,Bunkóczi Gábor,Luo Lingfei,Schneider Thomas R.,Schneider Gyula
Abstract
Reduction of 16-(hydroxymethylidene)-3-methoxy-13α-estra-1,3,5(10)-trien-17-one yielded a mixture of two diastereomeric diols in the 6:1 ratio. The configurations of the newly formed stereogenic centres were determined by X-ray crystallography and NMR spectroscopy (NOE experiments) on the compounds in their cyclic acetaldehyde acetal forms.
Publisher
Institute of Organic Chemistry & Biochemistry
Cited by
9 articles.
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1. Improved stereoselective synthesis of 3-methoxy- and 3-benzyloxy-16-hydroxymethyl-13α-estra-1,3,5(10)-trien-17-ol isomers by transfer hydrogenation using chiral Ru catalysts;Reaction Kinetics, Mechanisms and Catalysis;2018-07-31
2. Stereoselective synthesis of the four 16-hydroxymethyl-3-methoxy- and 16-hydroxymethyl-3-benzyloxy-13 α -estra-1,3,5(10)-trien-17-ol isomers and their antiproliferative activities;Steroids;2018-06
3. Electrophile- and Lewis acid-induced nitrone formation and 1,3-dpolar cycloaddition reactions in the 13α- and 13β-estrone series;Arkivoc;2010-09-27
4. The synthesis of 17-alkoxycarbonyl- and 17-carboxamido-13α-estra-1,3,5(10),16-tetraene derivatives via palladium-catalyzed carbonylation reactions;Steroids;2008-07
5. Homologation of Estrone or Estradiol. Appending a Carbon Substituent Into the 3-hydroxyestra-1,3,5-triene Skeleton;Current Organic Chemistry;2007-03-01