ChemInform Abstract: Gold-Catalyzed Rearrangement of Propargylic tert-Butyl Carbonates

Autor:	Andrea Buzas, Florin M. Istrate, Fabien Gagosz
Rok vydání:	2009
Předmět:	Reaction conditions Tert butyl Chemistry Halogenation Stereoselectivity General Medicine Medicinal chemistry Catalysis
Zdroj:	ChemInform. 40
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200926126
Popis:	Diversely substituted 4-alkylidene-1,3-dioxolan-2-ones are efficiently synthesized by a gold(I)-catalyzed rearrangement of propargylic tert-butyl carbonates. The substrates are readily accessible and the transformation, which is performed under mild reaction conditions using a low loading of catalyst, allows the synthesis of cyclic carbonates, which would be less efficiently obtained using traditional methods. This procedure has also been applied to the stereoselective synthesis of (E)- or (Z)-4-halomethylene-1,3-dioxolan-2-ones, which proved to be suitable substrates for palladium-catalyzed cross-coupling reactions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3534a070715fccad55dd157b8b18de3b https://doi.org/10.1002/chin.200926126 Zobrazit plný text záznamu Plný text