Palladium and Raney nickel catalyzed methanolic cleavage of stable borane-amine complexes.
[figure: see text] Palladium and Raney nickel were found to catalyze the methanolysis of borane-amine adducts. Hence, strongly complexed amines can now be liberated by simple treatment with Pd/C or Raney Ni in methanol. The method is applicable to primary, secondary, tertiary, and aromatic amines, and the mildness of the reaction conditions allows preservation of otherwise labile functional groups.
Couturier
M
M
Pfizer Global Research and Development, Eastern Point Road, P.O. Box 8013, Groton, Connecticut 06340-8013, USA. michel_a_couturier@groton.pfizer.com
Tucker
J L
JL
Andresen
B M
BM
Dubé
P
P
Negri
J T
JT