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Issue 44, 2017
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A cascade Claisen rearrangement/o-quinone methide formation/electrocyclization approach to 2H-chromenes

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Abstract

A new approach has been developed for the synthesis of 8-substituted 2H-chromenes, featuring a novel cascade aromatic Claisen rearrangement/o-quinone methide formation/6π-electrocyclization. This new method was demonstrated with 28 examples tolerating different substitutions at alkenes, allylic and aromatic ring and with total syntheses of three 2H-chromene natural products.

Graphical abstract: A cascade Claisen rearrangement/o-quinone methide formation/electrocyclization approach to 2H-chromenes

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Publication details

The article was received on 20 Apr 2017, accepted on 15 May 2017 and first published on 15 May 2017


Article type: Communication
DOI: 10.1039/C7CC03037A
Citation: Chem. Commun., 2017,53, 6021-6024
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    A cascade Claisen rearrangement/o-quinone methide formation/electrocyclization approach to 2H-chromenes

    L. Song, F. Huang, L. Guo, M. Ouyang and R. Tong, Chem. Commun., 2017, 53, 6021
    DOI: 10.1039/C7CC03037A

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