Diastereoselective Synthesis of 3-Amino-2-Hydroxyalkanoic Acid Derivatives

Article abstract of DOI:10.1016/0040-4039(94)02369-M

Both diastereomers of 3-amino-2-hydroxyalkanoic acid derivatives were synthesized selectively by LDA-induced reaction of N-methoxycarbonyl-1-methoxyamines with O-protected N,N-dimethylglycolamides.The inversion of the diastereoselectivity was highly achieved by 1) selecting the O-protecting groups and 2) the addition of Ti(OPr-i)4.