1031849-95-2Relevant academic research and scientific papers
Selective mono- and 1,2-difunctionalisation of cyclopentene derivatives via Mg and Cu intermediates
Despotopoulou, Christina,Bauer, Richard C.,Krasovskiy, Arkady,Mayer, Peter,Stryker, Jeffrey M.,Knochel, Paul
experimental part, p. 2499 - 2506 (2009/04/11)
A single Br/Mg exchange of 1,2-dibromocyclopentene with iPrMgCl-LiCl provides the corresponding β-bromocyclopentenylmagnesium reagent, which can then be reacted with various electrophiles (yields: 65-82%). In the presence of a secondary alkylmagnesium halide and Li2CuCl4 (2 mol%), these 2-bromoalkenylmagnesium compounds undergo bromine substitution and can then further react with electrophiles to give 1,2-difunctionalised cyclopentenes (63-79%). The mechanism of this process is discussed.
