Highly Enantioselective Addition of Phenylethynylzinc to Aldehydes Catalyzed by Chiral Cyclopropane-Based Amino Alcohols

The enantioselective addition of phenylethynylzinc to aldehydes catalyzed by a series of cyclopropane-based amino alcohol ligands 7 was investigated. The reactions afforded chiral propargylic alcohols in high yields (up to 96%) and with excellent enantioselectivities (up to 98% ee) under mild condit...

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Detalles Bibliográficos
Autores principales: Zheng, Bing, Li, Zhiyuan, Liu, Feipeng, Wu, Yanhua, Shen, Junjian, Bian, Qinghua, Hou, Shicong, Wang, Ming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270052/
https://www.ncbi.nlm.nih.gov/pubmed/24335619
http://dx.doi.org/10.3390/molecules181215422
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author Zheng, Bing
Li, Zhiyuan
Liu, Feipeng
Wu, Yanhua
Shen, Junjian
Bian, Qinghua
Hou, Shicong
Wang, Ming
author_facet Zheng, Bing
Li, Zhiyuan
Liu, Feipeng
Wu, Yanhua
Shen, Junjian
Bian, Qinghua
Hou, Shicong
Wang, Ming
author_sort Zheng, Bing
collection PubMed
description The enantioselective addition of phenylethynylzinc to aldehydes catalyzed by a series of cyclopropane-based amino alcohol ligands 7 was investigated. The reactions afforded chiral propargylic alcohols in high yields (up to 96%) and with excellent enantioselectivities (up to 98% ee) under mild conditions. Furthermore, studies on the structural relationship show that the matching of the chiral center configuration is crucial to obtain the high enantioselectivity.
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spelling pubmed-62700522018-12-20 Highly Enantioselective Addition of Phenylethynylzinc to Aldehydes Catalyzed by Chiral Cyclopropane-Based Amino Alcohols Zheng, Bing Li, Zhiyuan Liu, Feipeng Wu, Yanhua Shen, Junjian Bian, Qinghua Hou, Shicong Wang, Ming Molecules Article The enantioselective addition of phenylethynylzinc to aldehydes catalyzed by a series of cyclopropane-based amino alcohol ligands 7 was investigated. The reactions afforded chiral propargylic alcohols in high yields (up to 96%) and with excellent enantioselectivities (up to 98% ee) under mild conditions. Furthermore, studies on the structural relationship show that the matching of the chiral center configuration is crucial to obtain the high enantioselectivity. MDPI 2013-12-11 /pmc/articles/PMC6270052/ /pubmed/24335619 http://dx.doi.org/10.3390/molecules181215422 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Zheng, Bing
Li, Zhiyuan
Liu, Feipeng
Wu, Yanhua
Shen, Junjian
Bian, Qinghua
Hou, Shicong
Wang, Ming
Highly Enantioselective Addition of Phenylethynylzinc to Aldehydes Catalyzed by Chiral Cyclopropane-Based Amino Alcohols
title Highly Enantioselective Addition of Phenylethynylzinc to Aldehydes Catalyzed by Chiral Cyclopropane-Based Amino Alcohols
title_full Highly Enantioselective Addition of Phenylethynylzinc to Aldehydes Catalyzed by Chiral Cyclopropane-Based Amino Alcohols
title_fullStr Highly Enantioselective Addition of Phenylethynylzinc to Aldehydes Catalyzed by Chiral Cyclopropane-Based Amino Alcohols
title_full_unstemmed Highly Enantioselective Addition of Phenylethynylzinc to Aldehydes Catalyzed by Chiral Cyclopropane-Based Amino Alcohols
title_short Highly Enantioselective Addition of Phenylethynylzinc to Aldehydes Catalyzed by Chiral Cyclopropane-Based Amino Alcohols
title_sort highly enantioselective addition of phenylethynylzinc to aldehydes catalyzed by chiral cyclopropane-based amino alcohols
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270052/
https://www.ncbi.nlm.nih.gov/pubmed/24335619
http://dx.doi.org/10.3390/molecules181215422
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