Study on reactivity of five-coordinate bicycloazastannoxides III. New method for preparing beta-hydroxy-alpha-amino acids

Five-coordinate bicycloazastannoxides containing a beta-hydroxy-alpha-amino acid moiety were synthesized. By hydrolysis under the action of 10% HCl, f ive beta-hydroxy-alpha-amino acids were prepared and their structures were characterized by H-1 NMR spectroscopy, MS, and elemental analyses. The mech anism of the hydrolysis of the organotin (TV) complexes is discussed, and t he yields of diastereomers ave investigated by the HPLC method. This repres ents a new method for preparing beta-hydroxyl-alpha-amino acids. (C) 1999 J ohn Wiley & Sons, Inc.