分子内力
全合成
环丁烷
天然产物
化学
区域选择性
立体化学
反应性(心理学)
二烯
戒指(化学)
环丁烷
代谢物
次生代谢物
醌
组合化学
有机化学
催化作用
生物化学
天然橡胶
替代医学
病理
基因
医学
作者
Alberto G. Kravina,Erick M. Carreira
标识
DOI:10.1002/anie.201807709
摘要
Abstract The biologically active and structurally complex secondary metabolite epicolactone is a member of the natural product pool found in cash crop endophytes of the genus Epicoccum . By exploiting inherent reactivity, a total synthesis of this highly oxygenated and polycyclic molecule met chemo‐ and regioselectivity challenges. The key buildup of complexity was accomplished via an intramolecular [2+2] photocycloaddition between a quinone and an electron‐deficient diene followed by a cyclobutane ring expansion. The use of a dioxene as an acyl anion equivalent and an intramolecular carbonyl methenylation furnished the natural product.
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