Optically Active α‐Arylglycine Esters by Friedel‐Crafts Alkylation with the Chiral Cation of the Bislactim Ether of <i>cyclo</i>‐(<scp>L</scp>‐Val‐Gly)

Abstract

The chiral non-racemic glycine cation equivalent 1 enabled the synthesis of the previously unknown methyl (R)-α-arylglycinate 3. The Friedel-Crafts adducts 2 could be hydrolyzed without epimerization or racemization with 2 equivalents of 0.1 N HCl. α-Arylglycines are of particular interest as pharmacophoric building blocks of drugs. (R1–R4  H, OEt, OMe.)