DOUBLE BOND ISOMERIZATION OF STEROIDAL A-RING ALPHA,BETA-UNSATURATED KETONES, 1,5-DIEN-3-ONES
DOUBLE BOND ISOMERIZATION OF STEROIDAL A-RING ALPHA,BETA-UNSATURATED KETONES, 1,5-DIEN-3-ONES
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DOI：
10.1021/ja01526a034
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发表时间：
1959-01-01
影响因子：
15
通讯作者：
OLIVETO, EP
中科院分区：
文献类型：
--
作者：
NUSSBAUM, AL;TOPLISS, GB;OLIVETO, EP
设计了一种合成甾体L，5-二烯-3-酮的方法：在中性条件下，4-二烯-3-酮的C-6位引入溴，然后进行还原脱溴。6-乙酰氧基-L，4-二烯-3-酮也以这种方式转化。在最近的一篇论文中，我们描述了某些7-羟基类固醇的制备。合成的最后一步是6/3-溴-7-羟基衍生物与金属锌的还原脱溴反应。观察到，如果反应进行的时间比所描述的短，
A method was devised for the synthesis of steroidal l, 5-dien-3-ones: introduction of bromine at C-6 of a l, 4-diene-3-one is followed bv reductive debromination under neutral conditions. A 6-acetoxy-l, 4-dien-3-one also was transformed in this manner. A4-Cholesten-3-one similarly was converted to theIn a recent paper1 we described thepreparation of certain 7-hydroxysteroids. The final step in that synthesis involved the reductive debromination of 6/3-bromo-7-hydroxy derivatives with metallic zinc. It was observed that, ifthe reaction were carried out for periods shorter than described,