A Photocycloaddition/Fragmentation Approach toward the 3,12-Dioxatricyclo[8.2.1.06,13]tridecane Skeleton of Terpenoid Natural Products
A Photocycloaddition/Fragmentation Approach toward the 3,12-Dioxatricyclo[8.2.1.06,13]tridecane Skeleton of Terpenoid Natural Products
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DOI：
10.1021/ol2004462
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发表时间：
2011-04-01
期刊：
影响因子：
5.2
通讯作者：
Bach, Thorsten
中科院分区：
文献类型：
--
作者：
Hehn, Joerg P.;Herdtweck, Eberhardt;Bach, Thorsten
从四酸盐1 （R = CH2OH）开始，探索了一种短光化学途径获得布瑞尔林和石棉二萜的3,12-二恶三环[8.2.1.0(6,13)]三烷烃骨架2。在这些研究过程中，得出了许多令人惊讶的观察结果。例如，以四酸酯1为基础（R = coom），发现了双环酮内酯3的两步法反应途径。
Starting from tetronate 1 (R = CH2OH), a short photochemical access to the 3,12-dioxatricyclo[8.2.1.0(6,13)]tridecane-skeleton 2 of briarellin and asbestinin diterpenes has been explored. In the course of these studies, a number of surprising observations were made. For example, a two-step reaction pathway to the bicyclic ketolactone 3 was discovered, which is based on tetronate 1 (R = COOMe).