Synthesis of β-Amino-α-hydroxy Esters and β-Amino-α-azido Ester by Sharpless Asymmetric Aminohydroxylation, Byproducts Analysis

摘要

Synthesis of enantiomerically pure β-amino-α-hydroxy esters (1, 2) and β-amino-α-azido ester (3) using Sharpless AA as a key step is described. A hitherto unreported side reaction, the oxidation of the β-hydroxy-α-amino ester (5) into the α,α-di-tert-butyloxycarbamoyl-β-ketoester (8) under AA conditions, is documented.