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Phosphine-mediated enantioselective [1 + 4]-annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines

This work describes a phosphine-catalyzed asymmetric [1 + 4] annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines for constructing the enantiomerically enriched 2,3-dihydrofuran motif. In the presence of (−)-1,2-bis[(2R,5R)-2,5-dimethylphospholano]benzene, a series of Morita–Baylis–H...

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Detalles Bibliográficos
Autores principales: Wang, Tao, Zhang, Pengfei, Li, Wenjun, Li, Pengfei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9091860/
https://www.ncbi.nlm.nih.gov/pubmed/35559315
http://dx.doi.org/10.1039/c8ra09453e
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author Wang, Tao
Zhang, Pengfei
Li, Wenjun
Li, Pengfei
author_facet Wang, Tao
Zhang, Pengfei
Li, Wenjun
Li, Pengfei
author_sort Wang, Tao
collection PubMed
description This work describes a phosphine-catalyzed asymmetric [1 + 4] annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines for constructing the enantiomerically enriched 2,3-dihydrofuran motif. In the presence of (−)-1,2-bis[(2R,5R)-2,5-dimethylphospholano]benzene, a series of Morita–Baylis–Hillman carbonates reacted with 2-enoylpyridines smoothly to afford a wide range of optically active 2,3-dihydrofurans featuring pyridine motifs in high yields with excellent asymmetric induction.
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spelling pubmed-90918602022-05-11 Phosphine-mediated enantioselective [1 + 4]-annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines Wang, Tao Zhang, Pengfei Li, Wenjun Li, Pengfei RSC Adv Chemistry This work describes a phosphine-catalyzed asymmetric [1 + 4] annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines for constructing the enantiomerically enriched 2,3-dihydrofuran motif. In the presence of (−)-1,2-bis[(2R,5R)-2,5-dimethylphospholano]benzene, a series of Morita–Baylis–Hillman carbonates reacted with 2-enoylpyridines smoothly to afford a wide range of optically active 2,3-dihydrofurans featuring pyridine motifs in high yields with excellent asymmetric induction. The Royal Society of Chemistry 2018-12-12 /pmc/articles/PMC9091860/ /pubmed/35559315 http://dx.doi.org/10.1039/c8ra09453e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Wang, Tao
Zhang, Pengfei
Li, Wenjun
Li, Pengfei
Phosphine-mediated enantioselective [1 + 4]-annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines
title Phosphine-mediated enantioselective [1 + 4]-annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines
title_full Phosphine-mediated enantioselective [1 + 4]-annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines
title_fullStr Phosphine-mediated enantioselective [1 + 4]-annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines
title_full_unstemmed Phosphine-mediated enantioselective [1 + 4]-annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines
title_short Phosphine-mediated enantioselective [1 + 4]-annulation of Morita–Baylis–Hillman carbonates with 2-enoylpyridines
title_sort phosphine-mediated enantioselective [1 + 4]-annulation of morita–baylis–hillman carbonates with 2-enoylpyridines
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9091860/
https://www.ncbi.nlm.nih.gov/pubmed/35559315
http://dx.doi.org/10.1039/c8ra09453e
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