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 6 2019
Accepted
30 7 2019
First published
05 8 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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