通过氧化脱芳构化/碘化/[3+2]环化串联反应构建辛普利西辛的A-B-C环。
Construction of the A-B-C Ring of Simplicissin through an Oxidative Dearomatization/Iodination/[3+2] Annulation Cascade.
作者信息
Zhang Ziwei, Sun Zezhong, Song Jianing, Guo Hao, Wang Yunxia, Hu Xiangdong
机构信息
Department of Chemistry & Material Science, Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education of China, Northwest University, Xi'an 710127, China.
出版信息
Org Lett. 2023 Dec 8;25(48):8645-8649. doi: 10.1021/acs.orglett.3c03464. Epub 2023 Nov 29.
As an attractive DMOA-derived spiromeroterpenoid, simplicissin shares a common A-B-C ring skeleton with other natural analogues. On the basis of the development of an oxidative dearomatization/iodination/[3+2] annulation cascade, a concise synthetic pathway to the A-B-C ring of simplicissin has been successfully established, and the substrate generality of the novel oxidative dearomatization/iodination/[3+2] annulation cascade has been checked.
作为一种具有吸引力的源自二甲基烯丙基氧乙酸（DMOA）的螺环萜类化合物，辛普利西辛与其他天然类似物具有共同的A-B-C环骨架。基于氧化脱芳构化/碘化/[3+2]环化串联反应的发展，已成功建立了一条简洁的合成辛普利西辛A-B-C环的途径，并对新型氧化脱芳构化/碘化/[3+2]环化串联反应的底物通用性进行了考察。
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