Palladium-Catalyzed Alkene Carboamination Reactions of Electron-Poor Nitrogen Nucleophiles

Autor:	John P. Wolfe, Luke J. Peterson
Rok vydání:	2015
Předmět:	Reaction conditions chemistry.chemical_classification Alkene Aryl chemistry.chemical_element General Chemistry Nitrogen Article Catalysis chemistry.chemical_compound chemistry Nucleophile Yield (chemistry) Organic chemistry Palladium
Zdroj:	Advanced Synthesis & Catalysis. 357:2339-2344
ISSN:	1615-4150
Popis:	Modified reaction conditions that facilitate Pd-catalyzed alkene carboamination reactions of electron-deficient nitrogen nucleophiles are reported. Pent-4-enylamine derivatives bearing N-tosyl or N-trifluoroacetyl groups are coupled with aryl triflates to afford substituted pyrrolidines in good yield. These reactions proceed via a mechanism involving anti-aminopalladation of the alkene, which differs from previously reported analogous reactions of N-aryl and N-boc pentenylamines. The application of these conditions to a formal synthesis of (±)-aphanorphine is also described.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::36f652e742f4add093df32dd50c1ee92 https://doi.org/10.1002/adsc.201500334 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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