Article révisé par les pairs
Résumé : An efficient copper-catalyzed inter-/intra-molecular oxy-/amino-arylation of gamma-hydroxy-/amino-alkenes with diaryliodonium triflates is reported. Simple activation of these arylating agents with copper(II) triflate in DCM triggers a smooth activation of the alkene, which is simultaneously trapped by the internal nucleophile, yielding, depending on its nature, to a range of highly substituted tetrahydrofurans and pyrrolidines. The cyclization was moreover found to be stereospecific, diastereoisomeric alkenes yielding diastereoisomers of the cyclized product, and could be extended to oxy-alkynylation.