REACTIONS OF STEROID HYPOIODIDES .9. CONTRIBUTION TO MECHANISM OF OXIDATIVE CYANOHYDRIN-CYANOKETONE REARRANGEMENT

被引:41
作者
KALVODA, J
机构
[1] Chemische Forschungslaboratorien des Departements Pharmazeutika, CIBA AKTIENGESELLSCHAFT, Basel
关键词
D O I
10.1002/hlca.19680510206
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The intramolecular character of the oxidative cyanohydrin‐cyanoketone rearrangement has been proven by cross experiments using 14C‐labeled compounds. The shown stereochemical requirements of the reaction and its analogy to the hypoiodite oxidation [3] of monohydric alcohols lead to the formulation of a reaction mechanism involving an internal addition of a carbon radical centre to the triple bond of a cyano group. Copyright © 1968 Verlag GmbH & Co. KGaA, Weinheim
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页码:267 / &
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