Summary: Class II Directed Cross-Coupling alkyne–alkyne J. Am. Chem. Soc. 2006, 128, 2764-2765. R2
OH
R2
OH R3
R3
R1
allene–alkyne
R1
rs ≥ 20:1
alkene–alkyne
rs ≥ 20:1
Chem. Comm. 2007, 4531-453.
Angew. Chem. Int. Ed. 2007, 46, 1440-1443.
R3 R1
OH R4
R2
H
R3
*
R2
rs ≥ 20:1 ≥ 20:1
R1
up to ≥ 20:1
O 5 ( )n Ti OR 4 R R3 R2 Class II Reductive Cross-Coupling
R3 1 R * N * Ar *
OH
* Ar rs ≥ 20:1
dr up to ≥ 50:1 OH
J. Am. Chem. Soc. 2007, 129, 7514-7516.
R2
R1
R2
alkene–imine
HN
R1 rs ≥ 20:1
HN
R3
* * Ar R2
HO
> 10:1
O 2 N R
rs ≥ 20:1 R1
Ar
up to ≥ 50:1
alkyne–imine Angew. Chem. Int. Ed. 2007, 46, 3912-3914.
5:1