Hydroxy group-enabled highly regio- and stereo-selective hydrocarboxylation of alkynes

Here we present an example of utilizing hydroxy groups for regioselectivity control in the addition reaction of alkynes—a highly efficient Pd-catalyzed syn-hydrocarboxylation of readily available 2-alkynylic alcohols with CO in the presence of alcohols with an unprecedented regioselectivity affordin...

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Detalles Bibliográficos
Autores principales: Huang, Chaofan, Qian, Hui, Zhang, Wanli, Ma, Shengming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6544123/
https://www.ncbi.nlm.nih.gov/pubmed/31293734
http://dx.doi.org/10.1039/c8sc05743e
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author Huang, Chaofan
Qian, Hui
Zhang, Wanli
Ma, Shengming
author_facet Huang, Chaofan
Qian, Hui
Zhang, Wanli
Ma, Shengming
author_sort Huang, Chaofan
collection PubMed
description Here we present an example of utilizing hydroxy groups for regioselectivity control in the addition reaction of alkynes—a highly efficient Pd-catalyzed syn-hydrocarboxylation of readily available 2-alkynylic alcohols with CO in the presence of alcohols with an unprecedented regioselectivity affording 3-hydroxy-2(E)-alkenoates. The role of the hydroxy group has been carefully studied. The synthetic potential of the products has also been demonstrated.
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spelling pubmed-65441232019-07-10 Hydroxy group-enabled highly regio- and stereo-selective hydrocarboxylation of alkynes Huang, Chaofan Qian, Hui Zhang, Wanli Ma, Shengming Chem Sci Chemistry Here we present an example of utilizing hydroxy groups for regioselectivity control in the addition reaction of alkynes—a highly efficient Pd-catalyzed syn-hydrocarboxylation of readily available 2-alkynylic alcohols with CO in the presence of alcohols with an unprecedented regioselectivity affording 3-hydroxy-2(E)-alkenoates. The role of the hydroxy group has been carefully studied. The synthetic potential of the products has also been demonstrated. Royal Society of Chemistry 2019-04-17 /pmc/articles/PMC6544123/ /pubmed/31293734 http://dx.doi.org/10.1039/c8sc05743e Text en This journal is © The Royal Society of Chemistry 2019 https://creativecommons.org/licenses/by/3.0/This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Huang, Chaofan
Qian, Hui
Zhang, Wanli
Ma, Shengming
Hydroxy group-enabled highly regio- and stereo-selective hydrocarboxylation of alkynes
title Hydroxy group-enabled highly regio- and stereo-selective hydrocarboxylation of alkynes
title_full Hydroxy group-enabled highly regio- and stereo-selective hydrocarboxylation of alkynes
title_fullStr Hydroxy group-enabled highly regio- and stereo-selective hydrocarboxylation of alkynes
title_full_unstemmed Hydroxy group-enabled highly regio- and stereo-selective hydrocarboxylation of alkynes
title_short Hydroxy group-enabled highly regio- and stereo-selective hydrocarboxylation of alkynes
title_sort hydroxy group-enabled highly regio- and stereo-selective hydrocarboxylation of alkynes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6544123/
https://www.ncbi.nlm.nih.gov/pubmed/31293734
http://dx.doi.org/10.1039/c8sc05743e
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AT qianhui hydroxygroupenabledhighlyregioandstereoselectivehydrocarboxylationofalkynes
AT zhangwanli hydroxygroupenabledhighlyregioandstereoselectivehydrocarboxylationofalkynes
AT mashengming hydroxygroupenabledhighlyregioandstereoselectivehydrocarboxylationofalkynes

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