Copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes

A Cu-catalyzed cascade annulation of enynals with alkenyl or alkynyl α-bromocarbonyls for the synthesis of various cyclohexenone-fused polycyclic compounds is described. Up to six new C–C bonds and four new carbocycles can be established in a single reaction, highlighting the high efficiency and ste...

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Detalles Bibliográficos
Autores principales: Che, Chao, Huang, Qianwen, Zheng, Hanliang, Zhu, Gangguo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2016
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6014112/
https://www.ncbi.nlm.nih.gov/pubmed/30155057
http://dx.doi.org/10.1039/c5sc04980f
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author Che, Chao
Huang, Qianwen
Zheng, Hanliang
Zhu, Gangguo
author_facet Che, Chao
Huang, Qianwen
Zheng, Hanliang
Zhu, Gangguo
author_sort Che, Chao
collection PubMed
description A Cu-catalyzed cascade annulation of enynals with alkenyl or alkynyl α-bromocarbonyls for the synthesis of various cyclohexenone-fused polycyclic compounds is described. Up to six new C–C bonds and four new carbocycles can be established in a single reaction, highlighting the high efficiency and step-economics of this protocol. This reaction offers a novel and straightforward entry to the synthesis of ketones featuring the addition of carbon radicals to aldehydes.
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spelling pubmed-60141122018-08-28 Copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes Che, Chao Huang, Qianwen Zheng, Hanliang Zhu, Gangguo Chem Sci Chemistry A Cu-catalyzed cascade annulation of enynals with alkenyl or alkynyl α-bromocarbonyls for the synthesis of various cyclohexenone-fused polycyclic compounds is described. Up to six new C–C bonds and four new carbocycles can be established in a single reaction, highlighting the high efficiency and step-economics of this protocol. This reaction offers a novel and straightforward entry to the synthesis of ketones featuring the addition of carbon radicals to aldehydes. Royal Society of Chemistry 2016-07-01 2016-03-04 /pmc/articles/PMC6014112/ /pubmed/30155057 http://dx.doi.org/10.1039/c5sc04980f Text en This journal is © The Royal Society of Chemistry 2016 http://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
Che, Chao
Huang, Qianwen
Zheng, Hanliang
Zhu, Gangguo
Copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes
title Copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes
title_full Copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes
title_fullStr Copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes
title_full_unstemmed Copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes
title_short Copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes
title_sort copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6014112/
https://www.ncbi.nlm.nih.gov/pubmed/30155057
http://dx.doi.org/10.1039/c5sc04980f
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