Synthesis and Reactions of (E)- and (Z)-1,3-Dibromo-2-methoxypropene

Autor:	Kjetil Roe Edvardsen, Marcus A. Tius, Tore Benneche
Rok vydání:	2000
Předmět:	chemistry.chemical_compound Allylic rearrangement Nucleophile Chemistry Bromide Yield (chemistry) Organic Chemistry Dehydrohalogenation Diisopropylamine Medicinal chemistry Coupling reaction Dichloromethane
Zdroj:	The Journal of Organic Chemistry. 65:3085-3089
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo991822l
Popis:	(Z)-1,3-Dibromo-2-methoxypropene is prepared in 90% yield by dehydrohalogenation of 1,2,3-tribromo-2-methoxypropane with diisopropylamine in dichloromethane. The E-isomer can be obtained as the only product in almost quantitative yield by UV irradiation of the Z-isomer. Nucleophilic displacement reactions of the allylic bromide and palladium-catalyzed coupling reactions of the vinylic bromide in (E)- and (Z)-1,3-dibromo-2-methoxypropene have been studied.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b969602c0565853cc7c1180e60a6073e https://doi.org/10.1021/jo991822l Zobrazit plný text záznamu