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Chiral Tertiary Amine Thiourea-Catalyzed Asymmetric Inverse-Electron-Demand Diels–Alder Reaction of Chromone Heterodienes Using 3‑Vinylindoles as Dienophiles

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posted on 18.02.2016, 14:48 by Zhijie Mao, Aijun Lin, Yan Shi, Haibin Mao, Weipeng Li, Yixiang Cheng, Chengjian Zhu
A straightforward and efficient protocol for the construction of structurally and biologically interesting chiral flavanoids incorporating three privileged structures, i.e., chromanone, dihydropyran, and indole, has been developed on the basis of chiral bifunctional tertiary amine thiourea-catalyzed asymmetric inverse-electron-demand Diels–Alder reaction of chromone heterodienes and 3-vinylindoles, which were used as dienophiles.