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A chiral scandium-complex-catalyzed asymmetric inverse-electron-demand oxa-Diels–Alder reaction of o-quinone methides with fulvenes

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Abstract

A highly efficient asymmetric inverse-electron-demand oxa-Diels–Alder reaction of o-quinone methides with fulvenes has been realized using a chiral N,N′-dioxide/Sc(III) complex as the catalyst. The corresponding optically active chromane derivatives were obtained in high yields with excellent dr and ee values (up to 99% yield, >19 : 1 dr and 94% ee).

Graphical abstract: A chiral scandium-complex-catalyzed asymmetric inverse-electron-demand oxa-Diels–Alder reaction of o-quinone methides with fulvenes

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Publication details

The article was received on 20 Oct 2017, accepted on 25 Nov 2017 and first published on 06 Dec 2017


Article type: Communication
DOI: 10.1039/C7CC08124C
Citation: Chem. Commun., 2018, Advance Article
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    A chiral scandium-complex-catalyzed asymmetric inverse-electron-demand oxa-Diels–Alder reaction of o-quinone methides with fulvenes

    J. Zhang, L. Lin, C. He, Q. Xiong, X. Liu and X. Feng, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C7CC08124C

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