Wang Li-Sheng, Song Yu-Man, Zhou You, Tang Yong-Xing, Wu Chun-Yan, Yu Zhi-Cheng, Zhou Hui, Zheng Kai-Lu, Wu An-Xin
State Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan, Hubei 430079, China.
Guangdong Provincial Key Laboratory of Research and Development of Natural Drugs, School of Pharmacy, Guangdong Medical University, Dongguan 523808, P. R. China.
Org Lett. 2025 Jan 10;27(1):91-96. doi: 10.1021/acs.orglett.4c03936. Epub 2024 Dec 20.
We report an unconventional I-catalyzed cascade reaction for the synthesis of angular triquinane derivatives with a fused heterocycle skeleton, leveraging enaminones and anilines as simple acyclic precursors. The key to success lies in I functioning as a polar-reversal catalyst, which alters the reactivity at the α-position of the enaminone and facilitates the first hexa-functionalization of an enaminone along with the formation of highly congested continuous stereocenters.
我们报道了一种非常规的碘催化级联反应，用于合成具有稠合杂环骨架的角型三环癸烷衍生物，该反应利用烯胺酮和苯胺作为简单的开链前体。成功的关键在于碘作为极性翻转催化剂，它改变了烯胺酮α位的反应性，并促进了烯胺酮的首次六官能化以及高度拥挤的连续立体中心的形成。
