Hydroxylamines and sulfinamide as amine components in the Petasis boronic acid-Mannich reaction: synthesis of N-hydroxy or alkoxy-α-aminocarboxylic acids and N-(tert-butyl sulfinyl)-α-amino carboxylic acids

Published in: Journal, Volume :44, Issue : 49, Pages : 8865-8868

DOI : 10.1016/j.tetlet.2003.09.179

Author : Naskar, Dinabandhu; Roy, Amrita; Seibel, William L.; Portlock, David E.

Abstract : An efficient synthesis of N-hydroxy or alkoxy-α-aminocarboxylic acids and N-(tert-Bu sulfinyl)-α-amino carboxylic acids was developed from N,O-alkyl or hydroxylamines and tert-Bu sulfinamide utilizing a Petasis boronic acid-Mannich reaction. The scope and limitations of this method were examined