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:
Zdroj: Recueil des Travaux Chimiques des Pays-Bas. 96:168-171
ISSN: 0165-0513
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