Issue 1, 2018

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

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

Supplementary files

Article information

Article type
Communication
Submitted
20 Oct 2017
Accepted
25 Nov 2017
First published
06 Dec 2017

Chem. Commun., 2018,54, 74-77

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, 54, 74 DOI: 10.1039/C7CC08124C

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