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An Asymmetric Dehydrogenative Diels–Alder Reaction for the Synthesis of Chiral Tetrahydro­carbazole Derivatives

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posted on 2017-12-11, 20:42 authored by Xiang Wu, Hai-Jie Zhu, Shi-Bao Zhao, Shu-Sen Chen, Yun-Fei Luo, You-Gui Li
An asymmetric dehydrogenative Diels–Alder reaction of 2-methyl-3-phenyl­methyl­indoles and α,β-unsaturated aldehydes has been established. The successful in situ generation of the indole ortho-quinodimethane intermediate and the iminium activation of enals are the keys to success, providing various tetrahydro­carbazole derivatives with up to >99% ee.

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