REACTIONS WITH LEAD(4) ACETATE .16. A NEW CONVERSION OF 2-ACETOXY-3-OXO-4,5-EPOXYSTEROIDS

被引：14

作者：

MIHAILOVIC, ML

FORSEK, J

LORENZ, L

MAKSIMOV.Z

FUHRER, H

KALVODA, J

机构：

[1] Department of Chemistry, Faculty of Sciences, University of Belgrade

[2] Institute for Chemistry, Technology and Metallurgy

[3] Forschungslaboratorien, CIBA Aktiengesellschaft, Basel

来源：

HELVETICA CHIMICA ACTA | 1969年 / 52卷 / 02期

关键词：

D O I：

10.1002/hlca.19690520213

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Treatment of 3‐oxo‐4, 5‐oxido steroids with lead tetraacetate results in acetoxylation in the 2α‐position as could be shown by independent synthesis of the acetoxylated compounds. The products of this reaction rearrange even under very mild conditions (chromatography on silicagel or alumina) to the corresponding 2,3‐dioxo‐Δ4 compounds. The influence of structure and conformation of the various intermediates on their NMR.‐spectra is discussed. A mechanism for this new transformation is proposed. Copyright © 1969 Verlag GmbH & Co. KGaA, Weinheim

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页码：459 / +

页数：1

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