Nickel catalyzed multicomponent stereodivergent synthesis of olefins enabled by electrochemistry, photocatalysis and photo-electrochemistry
Chen Zhu,
Huifeng Yue () and
Magnus Rueping ()
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Chen Zhu: King Abdullah University of Science and Technology (KAUST)
Huifeng Yue: King Abdullah University of Science and Technology (KAUST)
Magnus Rueping: King Abdullah University of Science and Technology (KAUST)
Nature Communications, 2022, vol. 13, issue 1, 1-9
Abstract:
Abstract Trisubstituted alkenes are important organic synthons and have broad applications in the synthesis of many pharmaceuticals and materials. The stereoselective synthesis of such compounds has long been a research focus for organic researchers. Herein, we report a three-component, reductive cascade, cross-coupling reaction for the arylalkylation of alkynes. A wide range of trisubstituted alkenes are obtained in good to high yields with excellent chemo- and stereoselectivity by switching between electrochemistry and photocatalysis. The E isomer of the product is obtained exclusively when the reaction is conducted with electricity and nickel, while the Z isomer is generated with high stereoselectivity when photo- and nickel dual catalysts are used. Moreover, photo-assisted electrochemically enabled nickel catalyzed protocol is demonstrated to selectively deliver Z-trisubstituted alkenes without the addition of photocatalysts.
Date: 2022
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Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-30985-2
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DOI: 10.1038/s41467-022-30985-2
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