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

Chem Commun (Camb)

Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, People's Republic of China.

Published: December 2017

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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http://dx.doi.org/10.1039/c7cc08124cDOI Listing

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