ChemInform Abstract: Rh-Catalyzed [5 + 1] and [4 + 1] Cycloaddition Reactions of 1,4-Enyne Esters with CO: A Shortcut to Functionalized Resorcinols and Cyclopentenones

Autor:	Célia Brancour, Anne-Lise Dhimane, Takahide Fukuyama, Yuko Ohta, Max Malacria, Ilhyong Ryu, Kazusa Miyagawa, Louis Fensterbank
Rok vydání:	2012
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Enyne Alkyne Organic chemistry Moiety General Medicine Resorcinol Carbonylation Cycloaddition Catalysis
Zdroj:	ChemInform. 43
ISSN:	0931-7597
DOI:	10.1002/chin.201243076
Popis:	We have developed novel Rh-catalyzed [n+1]-type cycloadditions of 1,4-enyne esters, which involve an acyloxy migration as a key step. The efficient preparation of functionalized resorcinols, including biaryl derivatives, from readily available 1,4-enyne esters and CO was achieved by Rh-catalyzed [5+1] cycloaddition accompanied by 1,2-acyloxy migration. When enyne esters had an internal alkyne moiety, the reaction proceeded by a [4+1]-type cycloaddition involving 1,3-acyloxy migration, leading to cyclopentenones.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c11fffd84c2712b174cabeb88114fe92 https://doi.org/10.1002/chin.201243076 Zobrazit plný text záznamu Plný text