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Beilstein J. Org. Chem. 2015, 11, 2696–2706, doi:10.3762/bjoc.11.290
Graphical Abstract
Figure 1: Chiral ligands utilized in copper-catalyzed alkynylations of cyclic iminium and oxocarbenium ions.
Scheme 1: Li’s alkynylation of acyclic N-arylimines.
Scheme 2: Knochel’s alkynylation of acyclic N-alkylenamines.
Scheme 3: Li’s CDC of tetrahydroisoquinolines and alkynes.
Scheme 4: Li’s alkynylation of N-aryldihydroisoquinolinium ions.
Scheme 5: Schreiber’s alkynylation of N-alkylisoquinolinium ions.
Scheme 6: Ma’s alkynylation of pyridium ions.
Scheme 7: Arndtsen’s alkynylation of cyclic iminium ions.
Scheme 8: Maruoka’s alkynylation of azomethine imines.
Scheme 9: Su’s CDC of tetrahydroisoquinolines and alkynes under ball milling conditions.
Scheme 10: Ma’s A3-coupling.
Scheme 11: Li’s CDC reaction using photoredox catalysis.
Scheme 12: Liu’s CDC reaction of N-carbamoyltetrahydroisoquinolines. T+BF4– = 2,2,6,6-tetramethylpiperidine N-...
Scheme 13: Aponick’s alkynylation of N-carbomoylquinolinium ions using StackPhos as ligand.
Scheme 14: Carreira’s enantioselective, catalytic alkynylation of aldehydes.
Scheme 15: Watson’s alkynylation of isochroman oxocarbenium ions.
Scheme 16: Watson’s alkynylation of chromene oxocarbenium ions.
Scheme 17: Watson’s alkynylation to set diaryl tetrasubstituted stereocenters.