944910-56-9Relevant academic research and scientific papers
Suppression of racemization in the carbonylation of amino acid-derived aryl triflates
Grimm, Jonathan B.,Wilson, Kevin J.,Witter, David J.
, p. 4509 - 4513 (2007)
The carbonylation of enantiopure phenylglycine-derived aryl triflates was achieved to afford 4-carboxyphenylglycine analogs with high enantiomeric excesses (88 to >99% ee). Amide analogs of phenylglycine were well-tolerated in the hydroxy- and methoxycarbonylation processes, providing efficient access to benzoic acid and ester building blocks. The % ee of the product was dependent on the relative steric bulk of both the amino acid substrate and the requisite amine base, with iPr2NEt proving optimal in minimizing product racemization.
