Free radical macrocyclizations from steroid-derived precursors

Free radical macrocyclizations from steroid-derived precursors
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来自类固醇衍生前体的自由基大环化

DOI:
10.1021/jo00057a034
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发表时间:
1993
期刊:
影响因子:
--
通讯作者:
N. Porter
N. Porter
中科院分区:
--
文献类型:
--
作者:
D. Scott;A. McPhail;N. Porter

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使用类固醇衍生的模板研究立体选择性自由基加成反应,试图控制产物分散性。模板由用起始和终止功能适当取代的双功能类固醇制备。在可聚合烯烃存在下自由基引发导致形成已掺入单体的大环。对于衍生自石胆酸的模板,形成的大环化合物的产率高达 51%,而衍生自雄甾烷酮的模板未能产生大量的大环化合物
Stereoselective free radical addition reactions were studied using steroid-derived templates in an attempt to control product dispersity. Templates were prepared from bifunctional steroids appropriately substituted with initiating and terminating functionality. Free radical initiation in the presence of a polymerizable olefin resulted in the formation of macrocycles that had incorporated monomer. The yield of macrocycle formed was as high as 51% for templates derived from lithocholic acid whereas templates derived from androstanolone failed to give significant amounts of macrocycles