Enantioselective Addition of Terminal
Alkynes to Isolated Isoquinoline
Iminiums
Alexander M. Taylor andStuart L. Schreiber*
Howard Hughes Medical Institute, Broad Institute of Harvard and MIT,
Department of Chemistry and Chemical Biology, Harvard University,
12 Oxford Street, Cambridge, Massachusetts 02138
stuart_schreiber@harvard.edu
Received October 28, 2005
Abstract:
The asymmetric, catalytic addition of terminal alkynes to discrete alkyliminium species in the presence of copper bromide, QUINAP ligand,
and triethylamine is reported. The reaction proceeds in high yield and high enantiomeric excess with a variety of substrates in solution and
is also amenable to solid-phase synthesis.
