Luche Reduction

Schematic representation of the Luche Reduction.

Mechanism of the Luche Reduction

Mechanism of the Luche Reduction

Original publication	J. Am. Chem. Soc.. 1978, 100, 2226.
Review

Sample reactions

intermediate structure

NaBH4, CeCl3

MeOH

0 °C, 60 min

intermediate structure

intermediate structure

NaBH4, CeCl3

H2O, MeOH

-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

CH2Cl2, MeOH

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

CH2Cl2, EtOH

-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

intermediate structure

NaBH4, CeCl3.7H2O

MeOH

-78 °C, 45 min, 85%

intermediate structure

intermediate structure

NaBH4, CeCl3.7H2O

MeOH

0 °C, 20 min, 97%

intermediate structure