Palladium-Catalyzed Double-Decarboxylative Addition to Pyrones: Synthesis of Conjugated Dienoic Esters

Autor:	Jon A. Tunge, Tapan Maji
Rok vydání:	2015
Předmět:	Decarboxylation Organic Chemistry Synthon chemistry.chemical_element Biochemistry Pyrone Catalysis chemistry.chemical_compound chemistry Nucleophile Electrophile Moiety Organic chemistry Physical and Theoretical Chemistry Palladium
Zdroj:	Organic Letters. 17:4766-4769
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.5b02308
Popis:	An interceptive decarboxylative allylation protocol has been developed utilizing pyrone as a C4 synthon. This palladium-catalyzed transformation difunctionalizes the pyrone moiety by in situ generation and activation of both the electrophile and nucleophile via a double decarboxylation pathway. Ultimately, allyl carbonates react smoothly with 2-carboxypyrone under mild reaction conditions to generate synthetically useful acyclic dienoic esters, forming carbon dioxide as the sole byproduct.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::dcd81e31011d3e4bf03c0ef8ee6555f0 https://doi.org/10.1021/acs.orglett.5b02308 Zobrazit plný text záznamu