A General Synthetic Method of Chiral 2-Arylalkanoic Esters via Thermal 1,2-Rearrangement

Article abstract of DOI:10.1246/bcsj.60.1027

(S)-1-Aryl-2-sulfonyloxy-1-alkanone acetals, prepared from natural ethyl (S)-lactate or (S)-valine (chiral sources) by the use of a Grignard reaction, were rearranged under hydrolytic conditions in the presence of a base to give (S)-2-arylalkanoic esters which in general, showed much higher pharmacological activities than their antipodes.