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Beilstein J. Org. Chem. 2010, 6, No. 77, doi:10.3762/bjoc.6.77
Graphical Abstract
Scheme 1: General scheme for the carbocupration reaction.
Scheme 2: Regioselectivity in the carbocupration reaction.
Scheme 3: Carbocupration of α-alkoxyalkynes.
Scheme 4: Carbocupration of substituted α-alkoxyalkynes.
Scheme 5: Formation of the branched isomer.
Scheme 6: Formation of the linear isomer.
Scheme 7: Carbocupration of O-alkynyl carbamates.
Scheme 8: Carbocupration of ynamines.
Scheme 9: Carbocupration of ynamide.
Scheme 10: Formation of aldol products possessing stereogenic quaternary carbon centers.
Scheme 11: Carbocupration of alkynyl sulfonamide.
Scheme 12: Tandem carbocupration-sigmatropic rearrangement.
Scheme 13: Silylcupration of alkynyl sulfonamides.
Scheme 14: Carbocupration of P-substituted alkynes.
Scheme 15: Carbocupration of alkynylphosphonates.
Scheme 16: Carbocupration of thioalkynes.
Scheme 17: Tandem carbocupration-1,2-metalate rearrangement.
Scheme 18: Carbocupration with functionalized organocopper species.
Scheme 19: Carbocupration of alkynyl sulfoxides.
Scheme 20: Carbocupration of alkynyl sulfones.
Scheme 21: Carbocupration of alkynyl sulfoximines.
Scheme 22: Carbocupration of alkynylsilanes.
Scheme 23: Carbocupration of functionalized alkynylsilanes.
Scheme 24: Silyl- and stannyl cupration of silyl- and stannylalkynes.