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Catalytic Enantioselective Diels–Alder Reactions of Benzoquinones and Vinylindoles with Chiral Magnesium Phosphate Complexes

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journal contribution
posted on 31.05.2019, 16:33 by Yujia Bai, Jinping Yuan, Xiaoyue Hu, Jon C. Antilla
Tetrahydrocarbazole and its derivatives have received much attention due to the prevalence of this scaffold in natural products and their use in organic synthesis. We have developed a Diels–Alder reaction of benzoquinones and 3-vinylindoles catalyzed by chiral magnesium phosphate complexes to provide tetrahydrocarbazole derivatives in excellent yields and enantioselectivities (up to >99% yield, 99% ee). This transformation features a wide substrate scope, excellent enantioselectivities, and mild conditions.