Hydroalkynylative cyclization of 1,6-enynes with terminal alkynes

A rhodium-catalyzed highly regio- and enantioselective hydroalkynylation, generating cis-hydrobenzofuranone-tethered enynes has been developed. The reaction proceeds with a selective head-to-head insertion and symmetry breaking Michael addition cascade. One product was produced from tens of possible...

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Autores principales: Teng, Qi, Thirupathi, Nuligonda, Tung, Chen-Ho, Xu, Zhenghu
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/PMC6657412/
https://www.ncbi.nlm.nih.gov/pubmed/31391909
http://dx.doi.org/10.1039/c9sc02341k
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author Teng, Qi
Thirupathi, Nuligonda
Tung, Chen-Ho
Xu, Zhenghu
author_facet Teng, Qi
Thirupathi, Nuligonda
Tung, Chen-Ho
Xu, Zhenghu
author_sort Teng, Qi
collection PubMed
description A rhodium-catalyzed highly regio- and enantioselective hydroalkynylation, generating cis-hydrobenzofuranone-tethered enynes has been developed. The reaction proceeds with a selective head-to-head insertion and symmetry breaking Michael addition cascade. One product was produced from tens of possible isomers through precise control of chemo-, regio-, and stereoselectivities using a single rhodium catalyst. Notable features of this method include 100% atom-economy, mild reaction conditions and a very broad substrate scope.
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spelling pubmed-66574122019-08-07 Hydroalkynylative cyclization of 1,6-enynes with terminal alkynes Teng, Qi Thirupathi, Nuligonda Tung, Chen-Ho Xu, Zhenghu Chem Sci Chemistry A rhodium-catalyzed highly regio- and enantioselective hydroalkynylation, generating cis-hydrobenzofuranone-tethered enynes has been developed. The reaction proceeds with a selective head-to-head insertion and symmetry breaking Michael addition cascade. One product was produced from tens of possible isomers through precise control of chemo-, regio-, and stereoselectivities using a single rhodium catalyst. Notable features of this method include 100% atom-economy, mild reaction conditions and a very broad substrate scope. Royal Society of Chemistry 2019-06-13 /pmc/articles/PMC6657412/ /pubmed/31391909 http://dx.doi.org/10.1039/c9sc02341k Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Teng, Qi
Thirupathi, Nuligonda
Tung, Chen-Ho
Xu, Zhenghu
Hydroalkynylative cyclization of 1,6-enynes with terminal alkynes
title Hydroalkynylative cyclization of 1,6-enynes with terminal alkynes
title_full Hydroalkynylative cyclization of 1,6-enynes with terminal alkynes
title_fullStr Hydroalkynylative cyclization of 1,6-enynes with terminal alkynes
title_full_unstemmed Hydroalkynylative cyclization of 1,6-enynes with terminal alkynes
title_short Hydroalkynylative cyclization of 1,6-enynes with terminal alkynes
title_sort hydroalkynylative cyclization of 1,6-enynes with terminal alkynes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6657412/
https://www.ncbi.nlm.nih.gov/pubmed/31391909
http://dx.doi.org/10.1039/c9sc02341k
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AT thirupathinuligonda hydroalkynylativecyclizationof16enyneswithterminalalkynes
AT tungchenho hydroalkynylativecyclizationof16enyneswithterminalalkynes
AT xuzhenghu hydroalkynylativecyclizationof16enyneswithterminalalkynes

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