Cargando…
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...
Autores principales: | , , , |
---|---|
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 |
_version_ | 1784705021313548288 |
---|---|
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. |
format | Online Article Text |
id | pubmed-9091860 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT wangtao phosphinemediatedenantioselective14annulationofmoritabaylishillmancarbonateswith2enoylpyridines AT zhangpengfei phosphinemediatedenantioselective14annulationofmoritabaylishillmancarbonateswith2enoylpyridines AT liwenjun phosphinemediatedenantioselective14annulationofmoritabaylishillmancarbonateswith2enoylpyridines AT lipengfei phosphinemediatedenantioselective14annulationofmoritabaylishillmancarbonateswith2enoylpyridines |