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Beller, Matthias
Liu, Jiawang
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Franke, Robert
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Yang, Ji
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monocarbonylation
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conjugated enynes
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P ligands
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selectivity
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Author: Beller, Matthias
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Author: Liu, Jiawang
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Tailored Palladium Catalysts for Selective Synthesis of Conjugated Enynes by Monocarbonylation of 1,3-Diynes
(
Weinheim : Wiley-VCH,
2020
)
Liu, Jiawang
;
Yang, Ji
;
Schneider, Carolin
;
Franke, Robert
;
Jackstell, Ralf
;
Beller, Matthias
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For the first time, the monoalkoxycarbonylation of easily available 1,3-diynes to give synthetically useful conjugated enynes has been realized. Key to success was the design and utilization of the new ligand 2,2′-bis(tert-butyl(pyridin-2-yl)phosphanyl)-1,1′-binaphthalene (Neolephos), which permits the palladium-catalyzed selective carbonylation under mild conditions, providing a general preparation of functionalized 1,3-enynes in good-to-high yields with excellent chemoselectivities. Synthetic applications that showcase the possibilities of this novel methodology include an efficient one-pot synthesis of 4-aryl-4H-pyrans as well as the rapid construction of various heterocyclic, bicyclic, and polycyclic compounds. © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
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