Issue 19, 2017

Asymmetric conjugate additions of 2-substituted benzofuran-3(2H)-ones to α,β-unsaturated ketones catalyzed by chiral copper complexes

Abstract

A highly enantioselective conjugate addition of 2-substituted benzofuran-3(2H)-ones to α,β-unsaturated ketones promoted by chiral copper complexes has been developed, affording the Michael addition products with quaternary stereocenters in good to high yields (up to 95% yield) with excellent enantioselectivities (up to 99% ee). The chiral Michael adducts could be readily converted to the polycyclic benzofuran-type framework via the Robinson annulation.

Graphical abstract: Asymmetric conjugate additions of 2-substituted benzofuran-3(2H)-ones to α,β-unsaturated ketones catalyzed by chiral copper complexes

Supplementary files

Article information

Article type
Paper
Submitted
20 Mar 2017
Accepted
18 Apr 2017
First published
18 Apr 2017

Org. Biomol. Chem., 2017,15, 4191-4198

Asymmetric conjugate additions of 2-substituted benzofuran-3(2H)-ones to α,β-unsaturated ketones catalyzed by chiral copper complexes

H. Wang, Y. Wang, C. Zhang, Y. Jiang, M. Chu, Z. Li, X. Du and D. Xu, Org. Biomol. Chem., 2017, 15, 4191 DOI: 10.1039/C7OB00677B

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