N,N-Diethylaniline·borane, an efficient reducing agent for reduction of representative functional groups

Article abstract of DOI:10.1016/S0040-4039(97)00127-5

N,N-Diethylaniline·borane (DEANB), a thermally stable, commercially available, amine·borane reagent, reduces a variety of functional groups, such as aldehydes, ketones, carboxylic acids, tertiary amides, and lactams in excellent yields. It also reduces Schiff bases to the corresponding amines in very good yields. Besides these reducing properties, it readily hydroborates 1-octene to provide the trialkylborane which in turn on alkaline peroxide oxidation furnished the 1-octanol in excellent yield and usual regioselectivity.