Switching between novel samarium(II)-mediated cyclizations by a simple change in alcohol cosolvent
Switching between novel samarium(II)-mediated cyclizations by a simple change in alcohol cosolvent
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DOI：
10.1021/ol0358399
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发表时间：
2003-12-11
期刊：
影响因子：
5.2
通讯作者：
Procter, DJ
中科院分区：
文献类型：
--
作者：
Hutton, TK;Muir, KW;Procter, DJ
γ，δ-不饱和酮在碘化钐（II）的作用下发生两种非常不同的立体选择性环化反应，具体取决于反应中使用的醇助溶剂。前所未有的羟醛螺环化和一个新的环丁醇形成过程之间的切换可以简单地通过改变醇的助溶剂从甲醇叔丁醇。
[GRAPHICS]gamma,delta-Unsaturated ketones undergo two very different stereoselective cyclization reactions mediated by samarium(II) iodide depending upon the alcohol cosolvent used in the reaction. Switching between an unprecedented aldol spirocyclization and a novel cyclobutanol-forming process can be achieved simply by changing the alcohol cosolvent from methanol to tert-butyl alcohol.