Reagent-Controlled Highly Stereoselective Difluoromethylation: Efficient Access to Chiral α-Difluoromethylamines from Ketimines

A reagent-controlled highly stereoselective reaction between (S)-difluoromethyl phenyl sulfoximine 1 and imines is reported, and this synthetic method provides a variety of enantiomerically enriched α-difluoromethyl amines. The main pros of this approach include high efficiency, high stereoselectivi...

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Autores principales: Liu, Qinghe, Kong, Taige, Ni, Chuanfa, Hu, Jinbo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9606888/
https://www.ncbi.nlm.nih.gov/pubmed/36296670
http://dx.doi.org/10.3390/molecules27207076
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author Liu, Qinghe
Kong, Taige
Ni, Chuanfa
Hu, Jinbo
author_facet Liu, Qinghe
Kong, Taige
Ni, Chuanfa
Hu, Jinbo
author_sort Liu, Qinghe
collection PubMed
description A reagent-controlled highly stereoselective reaction between (S)-difluoromethyl phenyl sulfoximine 1 and imines is reported, and this synthetic method provides a variety of enantiomerically enriched α-difluoromethyl amines. The main pros of this approach include high efficiency, high stereoselectivity, and a broad substrate scope, which is probably achieved through a non-chelating transition state.
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spelling pubmed-96068882022-10-28 Reagent-Controlled Highly Stereoselective Difluoromethylation: Efficient Access to Chiral α-Difluoromethylamines from Ketimines Liu, Qinghe Kong, Taige Ni, Chuanfa Hu, Jinbo Molecules Article A reagent-controlled highly stereoselective reaction between (S)-difluoromethyl phenyl sulfoximine 1 and imines is reported, and this synthetic method provides a variety of enantiomerically enriched α-difluoromethyl amines. The main pros of this approach include high efficiency, high stereoselectivity, and a broad substrate scope, which is probably achieved through a non-chelating transition state. MDPI 2022-10-20 /pmc/articles/PMC9606888/ /pubmed/36296670 http://dx.doi.org/10.3390/molecules27207076 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Liu, Qinghe
Kong, Taige
Ni, Chuanfa
Hu, Jinbo
Reagent-Controlled Highly Stereoselective Difluoromethylation: Efficient Access to Chiral α-Difluoromethylamines from Ketimines
title Reagent-Controlled Highly Stereoselective Difluoromethylation: Efficient Access to Chiral α-Difluoromethylamines from Ketimines
title_full Reagent-Controlled Highly Stereoselective Difluoromethylation: Efficient Access to Chiral α-Difluoromethylamines from Ketimines
title_fullStr Reagent-Controlled Highly Stereoselective Difluoromethylation: Efficient Access to Chiral α-Difluoromethylamines from Ketimines
title_full_unstemmed Reagent-Controlled Highly Stereoselective Difluoromethylation: Efficient Access to Chiral α-Difluoromethylamines from Ketimines
title_short Reagent-Controlled Highly Stereoselective Difluoromethylation: Efficient Access to Chiral α-Difluoromethylamines from Ketimines
title_sort reagent-controlled highly stereoselective difluoromethylation: efficient access to chiral α-difluoromethylamines from ketimines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9606888/
https://www.ncbi.nlm.nih.gov/pubmed/36296670
http://dx.doi.org/10.3390/molecules27207076
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AT nichuanfa reagentcontrolledhighlystereoselectivedifluoromethylationefficientaccesstochiraladifluoromethylaminesfromketimines
AT hujinbo reagentcontrolledhighlystereoselectivedifluoromethylationefficientaccesstochiraladifluoromethylaminesfromketimines

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