REDUCTION OF OXIMES, OXIME ETHERS, AND OXIME ESTERS WITH DIBORANE - A NOVEL SYNTHESIS OF AMINES

Oximes and hydroxylamines are reduced by diborane to the corresponding amines in yields of about 70% if reactions are performed at 105-110°. On the other hand, oxime ethers and oxime esters react with diborane already at 25° to give intermediates which on basic or acidic hydrolysis afford the corresponding primary amines and alcohols in yields of 50-90%. © 1969, American Chemical Society. All rights reserved.