2.1.4.2 Reduction of Nitriles

The nitriles are selectively reduced to the corresponding aldehydes with one equivalent of DIBAL-H at low temperature. The use of two equivalent of DIBAL-H gives the corresponding primary amine.

Scheme 14

 

Examples:

J. L. Vicario, A. Job, M. Wolberg, M. Muller, D. Enders, Org. Lett. 2002, 4, 1023.

R. V. Stevens, L. E. Dupree, P. L. Lowenstein, J. Org. Chem. 1972, 37, 977.