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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...

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Autores principales: Lin, Qianchi, Hu, Bowen, Xu, Xi, Dong, Shunxi, Liu, Xiaohua, Feng, Xiaoming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
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.
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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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