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Lewis acid-promoted cascade reaction for the synthesis of Michael acceptors and its application in a dimerization reaction

An efficient Lewis acid-promoted cascade reaction with dimethyl sulfoxide as a methylene source for the synthesis of Michael acceptors is reported. The key to developing this procedure is the selection of a mild base to modulate the equilibrium of various intermediates in order to drive the reaction...

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Detalles Bibliográficos
Autores principales: Zhao, Xiao-Jing, Zhao, Jie, Sun, Xin, Liu, Ji-Kai, Wu, Bin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier Ltd. 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7173033/
https://www.ncbi.nlm.nih.gov/pubmed/32336794
http://dx.doi.org/10.1016/j.tet.2017.05.017
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author Zhao, Xiao-Jing
Zhao, Jie
Sun, Xin
Liu, Ji-Kai
Wu, Bin
author_facet Zhao, Xiao-Jing
Zhao, Jie
Sun, Xin
Liu, Ji-Kai
Wu, Bin
author_sort Zhao, Xiao-Jing
collection PubMed
description An efficient Lewis acid-promoted cascade reaction with dimethyl sulfoxide as a methylene source for the synthesis of Michael acceptors is reported. The key to developing this procedure is the selection of a mild base to modulate the equilibrium of various intermediates in order to drive the reaction forward to the formation of Michael acceptor and dimeric compound products. Extensive studies were performed to gain insight into a possible reaction mechanism.
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spelling pubmed-71730332020-04-22 Lewis acid-promoted cascade reaction for the synthesis of Michael acceptors and its application in a dimerization reaction Zhao, Xiao-Jing Zhao, Jie Sun, Xin Liu, Ji-Kai Wu, Bin Tetrahedron Article An efficient Lewis acid-promoted cascade reaction with dimethyl sulfoxide as a methylene source for the synthesis of Michael acceptors is reported. The key to developing this procedure is the selection of a mild base to modulate the equilibrium of various intermediates in order to drive the reaction forward to the formation of Michael acceptor and dimeric compound products. Extensive studies were performed to gain insight into a possible reaction mechanism. Elsevier Ltd. 2017-06-22 2017-05-06 /pmc/articles/PMC7173033/ /pubmed/32336794 http://dx.doi.org/10.1016/j.tet.2017.05.017 Text en © 2017 Elsevier Ltd. All rights reserved. Since January 2020 Elsevier has created a COVID-19 resource centre with free information in English and Mandarin on the novel coronavirus COVID-19. The COVID-19 resource centre is hosted on Elsevier Connect, the company's public news and information website. Elsevier hereby grants permission to make all its COVID-19-related research that is available on the COVID-19 resource centre - including this research content - immediately available in PubMed Central and other publicly funded repositories, such as the WHO COVID database with rights for unrestricted research re-use and analyses in any form or by any means with acknowledgement of the original source. These permissions are granted for free by Elsevier for as long as the COVID-19 resource centre remains active.
spellingShingle Article
Zhao, Xiao-Jing
Zhao, Jie
Sun, Xin
Liu, Ji-Kai
Wu, Bin
Lewis acid-promoted cascade reaction for the synthesis of Michael acceptors and its application in a dimerization reaction
title Lewis acid-promoted cascade reaction for the synthesis of Michael acceptors and its application in a dimerization reaction
title_full Lewis acid-promoted cascade reaction for the synthesis of Michael acceptors and its application in a dimerization reaction
title_fullStr Lewis acid-promoted cascade reaction for the synthesis of Michael acceptors and its application in a dimerization reaction
title_full_unstemmed Lewis acid-promoted cascade reaction for the synthesis of Michael acceptors and its application in a dimerization reaction
title_short Lewis acid-promoted cascade reaction for the synthesis of Michael acceptors and its application in a dimerization reaction
title_sort lewis acid-promoted cascade reaction for the synthesis of michael acceptors and its application in a dimerization reaction
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7173033/
https://www.ncbi.nlm.nih.gov/pubmed/32336794
http://dx.doi.org/10.1016/j.tet.2017.05.017
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