Cyclization of 1,1-Disubstituted Alkenes to Cyclopentenes

Autor:	Douglass F. Taber, and Timothy D. Neubert, Thomas E. Christos, Dolly Batra
Rok vydání:	1999
Předmět:	chemistry.chemical_classification chemistry.chemical_compound General method chemistry Vinyl bromide Alkene Organic Chemistry Halogenation Cyclopentene Medicinal chemistry Carbene
Zdroj:	The Journal of Organic Chemistry. 64:9673-9678
ISSN:	1520-6904 0022-3263
Popis:	A general method for the cyclization of an unactivated 1,1-disubstituted alkene such as 1 to the corresponding cyclopentene 5 is described. Bromination followed by the addition of strong base in the same pot gave the vinyl bromide 3, which reacted further in situ to give the alkylidene carbene 4. This then inserted 1,5 into a C−H bond to give the cyclopentene 5.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c6430b2b24ba15210dc296d99a768e96 https://doi.org/10.1021/jo991311z Zobrazit plný text záznamu