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Chiral N,N′-dioxide/Mg(OTf)(2) complex-catalyzed asymmetric [2,3]-rearrangement of in situ generated ammonium salts
Catalytic enantioselective [2,3]-rearrangements of in situ generated ammonium ylides from glycine pyrazoleamides and allyl bromides were achieved by employing a chiral N,N′-dioxide/Mg(II) complex as the catalyst. This protocol provided a facile and efficient synthesis route to a series of anti-α-ami...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8157646/ https://www.ncbi.nlm.nih.gov/pubmed/34122811 http://dx.doi.org/10.1039/c9sc06342k |
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author | Lin, Qianchi Hu, Bowen Xu, Xi Dong, Shunxi Liu, Xiaohua Feng, Xiaoming |
author_facet | Lin, Qianchi Hu, Bowen Xu, Xi Dong, Shunxi Liu, Xiaohua Feng, Xiaoming |
author_sort | Lin, Qianchi |
collection | PubMed |
description | Catalytic enantioselective [2,3]-rearrangements of in situ generated ammonium ylides from glycine pyrazoleamides and allyl bromides were achieved by employing a chiral N,N′-dioxide/Mg(II) complex as the catalyst. This protocol provided a facile and efficient synthesis route to a series of anti-α-amino acid derivatives in good yields with high stereoselectivities. Moreover, a possible catalytic cycle was proposed to illustrate the reaction process and the origin of stereoselectivity. |
format | Online Article Text |
id | pubmed-8157646 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-81576462021-06-11 Chiral N,N′-dioxide/Mg(OTf)(2) complex-catalyzed asymmetric [2,3]-rearrangement of in situ generated ammonium salts Lin, Qianchi Hu, Bowen Xu, Xi Dong, Shunxi Liu, Xiaohua Feng, Xiaoming Chem Sci Chemistry Catalytic enantioselective [2,3]-rearrangements of in situ generated ammonium ylides from glycine pyrazoleamides and allyl bromides were achieved by employing a chiral N,N′-dioxide/Mg(II) complex as the catalyst. This protocol provided a facile and efficient synthesis route to a series of anti-α-amino acid derivatives in good yields with high stereoselectivities. Moreover, a possible catalytic cycle was proposed to illustrate the reaction process and the origin of stereoselectivity. The Royal Society of Chemistry 2020-02-19 /pmc/articles/PMC8157646/ /pubmed/34122811 http://dx.doi.org/10.1039/c9sc06342k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Lin, Qianchi Hu, Bowen Xu, Xi Dong, Shunxi Liu, Xiaohua Feng, Xiaoming Chiral N,N′-dioxide/Mg(OTf)(2) complex-catalyzed asymmetric [2,3]-rearrangement of in situ generated ammonium salts |
title | Chiral N,N′-dioxide/Mg(OTf)(2) complex-catalyzed asymmetric [2,3]-rearrangement of in situ generated ammonium salts |
title_full | Chiral N,N′-dioxide/Mg(OTf)(2) complex-catalyzed asymmetric [2,3]-rearrangement of in situ generated ammonium salts |
title_fullStr | Chiral N,N′-dioxide/Mg(OTf)(2) complex-catalyzed asymmetric [2,3]-rearrangement of in situ generated ammonium salts |
title_full_unstemmed | Chiral N,N′-dioxide/Mg(OTf)(2) complex-catalyzed asymmetric [2,3]-rearrangement of in situ generated ammonium salts |
title_short | Chiral N,N′-dioxide/Mg(OTf)(2) complex-catalyzed asymmetric [2,3]-rearrangement of in situ generated ammonium salts |
title_sort | chiral n,n′-dioxide/mg(otf)(2) complex-catalyzed asymmetric [2,3]-rearrangement of in situ generated ammonium salts |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8157646/ https://www.ncbi.nlm.nih.gov/pubmed/34122811 http://dx.doi.org/10.1039/c9sc06342k |
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