Categories: N-H Bond Formation >
Cleavage of Borane-Amine Adducts
Recent Literature
Palladium and Raney nickel catalyze the methanolysis of strongly complexed
borane-amine adducts. 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.
M. Couturier, J. L. Tucker, B. M. Andresen, P. Dube, J. T. Negri, Org.
Lett., 2001, 3, 465-467.
A selective mono-N-alkylation of 3-amino alcohols
relies on formation of a stable chelate with 9-BBN. Three prototypical amino
alcohols featuring various bridging units led selectively to the monoalkylated
derivatives in very high yields.
G. Bar-Haim, M. Kol, Org. Lett., 2004, 6, 3549-3551.