Vinylcopper(I) compounds: Part III: Direct conversion of 1-alkenylcuprates into stereospecifically substituted 1-halogeno-1-alkenes

Autor:	Hans Westmijze, John Meijer, Peter Vermeer
Rok vydání:	2010
Předmět:	Part iii chemistry.chemical_compound chemistry law Reagent Halogen Organic chemistry Halogenation General Chemistry Walden inversion Medicinal chemistry Tetrahydrofuran law.invention
Zdroj:	Recueil des Travaux Chimiques des Pays-Bas. 96:168-171
ISSN:	0165-0513
DOI:	10.1002/recl.19770960607
Popis:	Halogenation of vinylcopper(I) compounds [RR′CCHCu(Br or R)]MgX, prepared stereospecifically by cis-addition of [RCuBr]MgX or [R2Cu]MgX to 1-alkynes R′-C≡CH in tetrahydrofuran, with one of the halogenating reagents N-chlorosuccinimide, N-bromosuccinimide, BrCN, ICN or I2, leads in high yields to the corresponding 1-halogeno-1-alkenes RR′CCHX (X = Cl, Br or I). The introduction of the halogen atom occurs with retention of configuration (cis with respect to R).
Databáze:	OpenAIRE
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