Stereospecific synthesis of dienones via a torquoselective retro-nazarov reaction
Stereospecific synthesis of dienones via a torquoselective retro-nazarov reaction
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DOI：
10.1021/ol050657v
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发表时间：
2005-04-28
期刊：
影响因子：
5.2
通讯作者：
Barnes, CL
中科院分区：
文献类型：
--
作者：
Harmata, M;Lee, DR;Barnes, CL
烯醇醚通过三步反应进行裂解，包括与二氯酮烯的环加成反应，与重氮甲烷的扩环反应，以及碱介导的逆向纳扎罗夫反应。后一种旋转过程按扭矩选择性和立体选择性进行，符合理论预测。
Enol ethers are cleaved via a three-step sequence involving cycloaddition with dichloroketene, ring expansion with diazomethane, and a base-mediated retro-Nazarov reaction. The latter conrotatory process proceeds torquoselectively and stereospecifically in accord with theoretical predictions.