Nickel-catalyzed allylic carbonylative coupling of alkyl zinc reagents with tert-butyl isocyanide

In contrast to the well-established palladium-catalyzed version, the nickel-catalyzed carbonylative coupling is underdeveloped. Here the authors report a nickel-catalyzed allylic carbonylative coupling with alkyl zinc reagents, allowing for preparation of β,γ-unsaturated ketones in a linear-selectiv...

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Main Authors: Yangyang Weng, Chenhuan Zhang, Zaiquan Tang, Mohini Shrestha, Wenyi Huang, Jingping Qu, Yifeng Chen
Format: Article
Language:English
Published: Nature Publishing Group 2020-01-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-020-14320-1
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spelling doaj-48391b364a9c447590575e70c4ce619c2021-05-11T08:08:13ZengNature Publishing GroupNature Communications2041-17232020-01-011111910.1038/s41467-020-14320-1Nickel-catalyzed allylic carbonylative coupling of alkyl zinc reagents with tert-butyl isocyanideYangyang Weng0Chenhuan Zhang1Zaiquan Tang2Mohini Shrestha3Wenyi Huang4Jingping Qu5Yifeng Chen6Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, School of Chemistry and Molecular Engineering, East China University of Science and TechnologyKey Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, School of Chemistry and Molecular Engineering, East China University of Science and TechnologyKey Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, School of Chemistry and Molecular Engineering, East China University of Science and TechnologyKey Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, School of Chemistry and Molecular Engineering, East China University of Science and TechnologyKey Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, School of Chemistry and Molecular Engineering, East China University of Science and TechnologyKey Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, School of Chemistry and Molecular Engineering, East China University of Science and TechnologyKey Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, School of Chemistry and Molecular Engineering, East China University of Science and TechnologyIn contrast to the well-established palladium-catalyzed version, the nickel-catalyzed carbonylative coupling is underdeveloped. Here the authors report a nickel-catalyzed allylic carbonylative coupling with alkyl zinc reagents, allowing for preparation of β,γ-unsaturated ketones in a linear-selective fashion.https://doi.org/10.1038/s41467-020-14320-1
collection DOAJ
language English
format Article
sources DOAJ
author Yangyang Weng
Chenhuan Zhang
Zaiquan Tang
Mohini Shrestha
Wenyi Huang
Jingping Qu
Yifeng Chen
spellingShingle Yangyang Weng
Chenhuan Zhang
Zaiquan Tang
Mohini Shrestha
Wenyi Huang
Jingping Qu
Yifeng Chen
Nickel-catalyzed allylic carbonylative coupling of alkyl zinc reagents with tert-butyl isocyanide
Nature Communications
author_facet Yangyang Weng
Chenhuan Zhang
Zaiquan Tang
Mohini Shrestha
Wenyi Huang
Jingping Qu
Yifeng Chen
author_sort Yangyang Weng
title Nickel-catalyzed allylic carbonylative coupling of alkyl zinc reagents with tert-butyl isocyanide
title_short Nickel-catalyzed allylic carbonylative coupling of alkyl zinc reagents with tert-butyl isocyanide
title_full Nickel-catalyzed allylic carbonylative coupling of alkyl zinc reagents with tert-butyl isocyanide
title_fullStr Nickel-catalyzed allylic carbonylative coupling of alkyl zinc reagents with tert-butyl isocyanide
title_full_unstemmed Nickel-catalyzed allylic carbonylative coupling of alkyl zinc reagents with tert-butyl isocyanide
title_sort nickel-catalyzed allylic carbonylative coupling of alkyl zinc reagents with tert-butyl isocyanide
publisher Nature Publishing Group
series Nature Communications
issn 2041-1723
publishDate 2020-01-01
description In contrast to the well-established palladium-catalyzed version, the nickel-catalyzed carbonylative coupling is underdeveloped. Here the authors report a nickel-catalyzed allylic carbonylative coupling with alkyl zinc reagents, allowing for preparation of β,γ-unsaturated ketones in a linear-selective fashion.
url https://doi.org/10.1038/s41467-020-14320-1
work_keys_str_mv AT yangyangweng nickelcatalyzedallyliccarbonylativecouplingofalkylzincreagentswithtertbutylisocyanide
AT chenhuanzhang nickelcatalyzedallyliccarbonylativecouplingofalkylzincreagentswithtertbutylisocyanide
AT zaiquantang nickelcatalyzedallyliccarbonylativecouplingofalkylzincreagentswithtertbutylisocyanide
AT mohinishrestha nickelcatalyzedallyliccarbonylativecouplingofalkylzincreagentswithtertbutylisocyanide
AT wenyihuang nickelcatalyzedallyliccarbonylativecouplingofalkylzincreagentswithtertbutylisocyanide
AT jingpingqu nickelcatalyzedallyliccarbonylativecouplingofalkylzincreagentswithtertbutylisocyanide
AT yifengchen nickelcatalyzedallyliccarbonylativecouplingofalkylzincreagentswithtertbutylisocyanide
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