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Modular Tuning of Electrophilic Reactivity of Iridium Nitrenoids for the Intermolecular Selective α-Amidation of β-Keto Esters

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Title
Modular Tuning of Electrophilic Reactivity of Iridium Nitrenoids for the Intermolecular Selective α-Amidation of β-Keto Esters
Author(s)
Minhan Lee; Hoimin Jung; Dongwook Kim; Jung-Woo Park; Sukbok Chang
Subject
C-H AMINATION, ; CATALYZED AZIRIDINATION, ; GAMMA-LACTAMS, ; BONDS, ; FUNCTIONALIZATION, ; DERIVATIVES, ; STRATEGY, ; ACCESS
Publication Date
2020-07
Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.142, no.28, pp.11999 - 12004
Publisher
AMER CHEMICAL SOC
Abstract
© 2020 American Chemical Society We report herein an Ir-catalyzed intermolecular amino group transfer to β-keto esters (amides) to access α-aminocarbonyl products with excellent chemoselectivity. The key strategy was to engineer electrophilicity of the putative Ir-nitrenoids by tuning electronic property of the κ2-N,O chelating ligands, thus facilitating nucleophilic addition of enol π-bonds of 1,3-dicarbonyl substrates
URI
https://pr.ibs.re.kr/handle/8788114/7759
DOI
10.1021/jacs.0c04344
ISSN
0002-7863
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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