Synthesis of beta-Amino Alcohols Using Ethyl 2-Cyano-2-(2-nitrobenzenesu lfonyloxyimino)acetate(o-NosylOXY)

We describe a mild and efficient method for the direct synthesis of beta-amino alcohols from N-protected amino acids using ethyl-2-cyano-2-(2-nitrophenylsulfonyloxyimino)acetate (ortho-NosylOXY). The reaction sequence includes activation of carboxylic acid, followed by reduction with sodium borohydride, resulting in beta-amino alcohols in good yields. This method is compatible with various N-protecting groups as well as the side chain protecting groups of amino acids. The excellent racemization suppression capability and recyclable nature of ortho-NosylOXY is an added feature to the in-situ activation mediated carboxylic acid reduction.