Allylic alcohol – Alkyne Cross-Coupling: OH
R1
reductive
R1
+
R3
R4
R2
R2
cross-coupling
R3 rr ≥ 20:1 dr up to 99:1
Imine – Alkene Cross-Coupling: R4
HO R2
R1 *
+
reductive
N R3
H
R4
OH
cross R1 * coupling
HN
R4
cyclization
* * R3 R2
R4 R * N * R3 1
* R2
dr up to 50:1 Alkene – Alkyne Cross-Coupling:
reductive
HO R1
( )n
+
R2
R3
R2
OH
R3
( )n
cross-coupling
R1 rr ≥ 20:1 dr up to 20:1
Imine – Alkyne Cross-Coupling:
+
1
R
N
R2
carbonylative
R1 N
cross-coupling
R3
R2
R3
•
R1 R2
+
R4
R3 rr ≥ 20:1
Allene – Alkyne Cross-Coupling: OH
OH
O
OH
R5
OH
reductive cross-coupling
R4 R5
R1 R2 R3 rr ≥ 20:1