Luche Reduction

Schematic representation of the Luche Reduction.
Mechanism of the Luche Reduction
Mechanism of the Luche Reduction
Original publication
Review
Sample reactions
intermediate structure
NaBH4, CeCl3
MeOH
0 °C, 60 min
intermediate structure
intermediate structure
NaBH4, CeCl3
MeOH, H2O
-78 to -50 °C, 3 h
intermediate structure
intermediate structure
NaBH4, CeCl3
MeOH
0 °C, 30 min, 97%
intermediate structure
intermediate structure
NaBH4, CeCl3
MeOH
23%
"Also isolated was the C13-epimer (67 % yield)."
intermediate structure
intermediate structure
NaBH4, CeCl3.7H2O
MeOH, CH2Cl2
0 °C, 70 min, 92%
intermediate structure
intermediate structure
NaBH4, CeCl3.7H2O
EtOH
0 °C, 30 min, 92%
intermediate structure
intermediate structure
NaBH4, CeCl3.7H2O
EtOH, CH2Cl2
-78 °C, , 67%
intermediate structure
intermediate structure
NaBH4, CeCl3.7H2O
MeOH
0 °C, 10 min, 44%
"Also isolated was the C8-epimer (53 % yield)."
intermediate structure
intermediate structure
NaBH4, CeCl3.7H2O
MeOH
0 °C, 4 h, 49%
"Also isolated was the C3-epimer (43 % yield)."
intermediate structure
intermediate structure
NaBH4, CeCl3
MeOH
RT, 5 min, 99%
intermediate structure