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

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 cata...

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Autores principales: Cheng, Yuyu, Fang, Zhiqiang, Jia, Yanwen, Lu, Zhongyue, Li, Wenjun, Li, Pengfei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9069670/
https://www.ncbi.nlm.nih.gov/pubmed/35527915
http://dx.doi.org/10.1039/c9ra04768a
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author Cheng, Yuyu
Fang, Zhiqiang
Jia, Yanwen
Lu, Zhongyue
Li, Wenjun
Li, Pengfei
author_facet Cheng, Yuyu
Fang, Zhiqiang
Jia, Yanwen
Lu, Zhongyue
Li, Wenjun
Li, Pengfei
author_sort Cheng, Yuyu
collection PubMed
description 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.
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spelling pubmed-90696702022-05-05 Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes Cheng, Yuyu Fang, Zhiqiang Jia, Yanwen Lu, Zhongyue Li, Wenjun Li, Pengfei RSC Adv Chemistry 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. The Royal Society of Chemistry 2019-08-05 /pmc/articles/PMC9069670/ /pubmed/35527915 http://dx.doi.org/10.1039/c9ra04768a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Cheng, Yuyu
Fang, Zhiqiang
Jia, Yanwen
Lu, Zhongyue
Li, Wenjun
Li, Pengfei
Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes
title Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes
title_full Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes
title_fullStr Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes
title_full_unstemmed Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes
title_short Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes
title_sort organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9069670/
https://www.ncbi.nlm.nih.gov/pubmed/35527915
http://dx.doi.org/10.1039/c9ra04768a
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