4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 54, Issue 1, Pages 74-77

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc08124c

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Funding

  1. National Natural Science Foundation of China [21432006, 21572136]

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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).

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