Enantioselective Intermolecular Aminoalkynylation of Styrenes via Copper-Catalyzed Radical Relay

A novel
copper-catalyzed intermolecular aminoalkynylation of alkenes
through a radical relay process has been developed in this work, in
which N-fluoro-N-alkylsulfonamides
(NFASs) are used as nitrogen-centered radical precursors and alkynyltrimethoxysilanes
as alkynylating reagents. This method presents an efficient and straightforward
approach to various enantioenriched 2-alkynyl-2-arylethylamines in
good yields with excellent enantioselectivity, and these products
can be readily converted into a series of synthetically useful chiral
terminal alkynes, allenes, alkenes, amines, amino acids, and N-heterocycles.