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Palladium-Catalyzed para-Selective Allylation of 1-(Cyanomethyl)arenes with Allyl Acetates.
Rina Muto, Kenji Nagata, Yoshiki Nakazumi, Kaho Nakamura, Satoshi Ueno
Organic letters 2023 Mar 31Sizes of these terms reflect their relevance to your search.
The Pd/PMe3-catalyzed allylation of 1-(cyanomethyl)naphthalenes with allyl acetates proved to be para- rather than α-regioselective. This reaction is thought to proceed through ligand attack of the para-carbon in the arenes, electronically enriched by a cyano-stabilized α-carbanion, to the (π-allyl)palladium and a 1,5-hydrogen shift of the para-hydrogen from the dearomatized intermediate.
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Rina Muto, Kenji Nagata, Yoshiki Nakazumi, Kaho Nakamura, Satoshi Ueno. Palladium-Catalyzed para-Selective Allylation of 1-(Cyanomethyl)arenes with Allyl Acetates. Organic letters. 2023 Mar 31;25(12):2108-2112
PMID: 36940090
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