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Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones

A highly efficient quinine-derived primary-amine-catalyzed asymmetric aldol addition of hydroxyacetone to arylglyoxals is described. Structurally diverse anti-2,3-dihydroxy-1,4-diones were generated in high yields, with good diastereoselectivities and enantioselectivities.

Detalles Bibliográficos
Autores principales: Zhou, Yu-Hao, Zhang, Yu-Zu, Wu, Zhu-Lian, Cai, Tian, Wen, Wei, Guo, Qi-Xiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7037326/
https://www.ncbi.nlm.nih.gov/pubmed/32028657
http://dx.doi.org/10.3390/molecules25030648
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author Zhou, Yu-Hao
Zhang, Yu-Zu
Wu, Zhu-Lian
Cai, Tian
Wen, Wei
Guo, Qi-Xiang
author_facet Zhou, Yu-Hao
Zhang, Yu-Zu
Wu, Zhu-Lian
Cai, Tian
Wen, Wei
Guo, Qi-Xiang
author_sort Zhou, Yu-Hao
collection PubMed
description A highly efficient quinine-derived primary-amine-catalyzed asymmetric aldol addition of hydroxyacetone to arylglyoxals is described. Structurally diverse anti-2,3-dihydroxy-1,4-diones were generated in high yields, with good diastereoselectivities and enantioselectivities.
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spelling pubmed-70373262020-03-11 Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones Zhou, Yu-Hao Zhang, Yu-Zu Wu, Zhu-Lian Cai, Tian Wen, Wei Guo, Qi-Xiang Molecules Article A highly efficient quinine-derived primary-amine-catalyzed asymmetric aldol addition of hydroxyacetone to arylglyoxals is described. Structurally diverse anti-2,3-dihydroxy-1,4-diones were generated in high yields, with good diastereoselectivities and enantioselectivities. MDPI 2020-02-03 /pmc/articles/PMC7037326/ /pubmed/32028657 http://dx.doi.org/10.3390/molecules25030648 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zhou, Yu-Hao
Zhang, Yu-Zu
Wu, Zhu-Lian
Cai, Tian
Wen, Wei
Guo, Qi-Xiang
Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones
title Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones
title_full Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones
title_fullStr Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones
title_full_unstemmed Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones
title_short Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones
title_sort organocatalytic asymmetric aldol reaction of arylglyoxals and hydroxyacetone: enantioselective synthesis of 2,3-dihydroxy-1,4-diones
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7037326/
https://www.ncbi.nlm.nih.gov/pubmed/32028657
http://dx.doi.org/10.3390/molecules25030648
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