Issue 42, 2019

Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes

Abstract

The enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides has been achieved with the aid of a chiral phosphoric acid. Importantly, the reaction took place with excellent chemo- and regioselectivities. In addition, the protocol features a low catalyst loading, mild reaction conditions, and enables the formation of unsymmetrical triarylmethanes in good to high yields with generally high enantioselectivities.

Graphical abstract: Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes

Supplementary files

Article information

Article type
Paper
Submitted
25 Jun 2019
Accepted
30 Jul 2019
First published
05 Aug 2019
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2019,9, 24212-24217

Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes

Y. Cheng, Z. Fang, Y. Jia, Z. Lu, W. Li and P. Li, RSC Adv., 2019, 9, 24212 DOI: 10.1039/C9RA04768A

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