Ontology highlight
ABSTRACT:
SUBMITTER: Seiple IB
PROVIDER: S-EPMC4191905 | biostudies-literature | 2014 Apr
REPOSITORIES: biostudies-literature
Seiple Ian B IB Mercer Jaron A M JA Sussman Robin J RJ Zhang Ziyang Z Myers Andrew G AG
Angewandte Chemie (International ed. in English) 20140401 18
β-Hydroxy-α-amino acids figure prominently as chiral building blocks in chemical synthesis and serve as precursors to numerous important medicines. Reported herein is a method for the synthesis of β-hydroxy-α-amino acid derivatives by aldolization of pseudoephenamine glycinamide, which can be prepared from pseudoephenamine in a one-flask protocol. Enolization of (R,R)- or (S,S)-pseudoephenamine glycinamide with lithium hexamethyldisilazide in the presence of LiCl followed by addition of an aldeh ...[more]