Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acids

Asymmetric activation of amide bonds remains a challenge due to the high stability of amide linkages. Here, the authors show an organocatalytic asymmetric C-N bond cleavage of N-sulfonyl biaryl lactams under mild conditions, to access axially chiral biaryl amino acids.

Bibliographic Details
Main Authors:	Guanjie Wang, Qianqian Shi, Wanyao Hu, Tao Chen, Yingying Guo, Zhouli Hu, Minghua Gong, Jingcheng Guo, Donghui Wei, Zhenqian Fu, Wei Huang
Format:	Article
Language:	English
Published:	Nature Publishing Group 2020-02-01
Series:	Nature Communications
Online Access:	https://doi.org/10.1038/s41467-020-14799-8

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spelling	doaj-0e8677445c7f41fa85cca6126fbd741e2021-05-11T08:44:26ZengNature Publishing GroupNature Communications2041-17232020-02-0111111010.1038/s41467-020-14799-8Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acidsGuanjie Wang0Qianqian Shi1Wanyao Hu2Tao Chen3Yingying Guo4Zhouli Hu5Minghua Gong6Jingcheng Guo7Donghui Wei8Zhenqian Fu9Wei Huang10Key Laboratory of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech UniversityCollege of Chemistry, Zhengzhou UniversityKey Laboratory of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech UniversityKey Laboratory of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech UniversityKey Laboratory of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech UniversityKey Laboratory of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech UniversityKey Laboratory of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech UniversityKey Laboratory of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech UniversityCollege of Chemistry, Zhengzhou UniversityKey Laboratory of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech UniversityKey Laboratory of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech UniversityAsymmetric activation of amide bonds remains a challenge due to the high stability of amide linkages. Here, the authors show an organocatalytic asymmetric C-N bond cleavage of N-sulfonyl biaryl lactams under mild conditions, to access axially chiral biaryl amino acids.https://doi.org/10.1038/s41467-020-14799-8
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Guanjie Wang Qianqian Shi Wanyao Hu Tao Chen Yingying Guo Zhouli Hu Minghua Gong Jingcheng Guo Donghui Wei Zhenqian Fu Wei Huang
spellingShingle	Guanjie Wang Qianqian Shi Wanyao Hu Tao Chen Yingying Guo Zhouli Hu Minghua Gong Jingcheng Guo Donghui Wei Zhenqian Fu Wei Huang Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acids Nature Communications
author_facet	Guanjie Wang Qianqian Shi Wanyao Hu Tao Chen Yingying Guo Zhouli Hu Minghua Gong Jingcheng Guo Donghui Wei Zhenqian Fu Wei Huang
author_sort	Guanjie Wang
title	Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acids
title_short	Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acids
title_full	Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acids
title_fullStr	Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acids
title_full_unstemmed	Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acids
title_sort	organocatalytic asymmetric n-sulfonyl amide c-n bond activation to access axially chiral biaryl amino acids
publisher	Nature Publishing Group
series	Nature Communications
issn	2041-1723
publishDate	2020-02-01
description	Asymmetric activation of amide bonds remains a challenge due to the high stability of amide linkages. Here, the authors show an organocatalytic asymmetric C-N bond cleavage of N-sulfonyl biaryl lactams under mild conditions, to access axially chiral biaryl amino acids.
url	https://doi.org/10.1038/s41467-020-14799-8
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Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acids

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