Synthesis of optically active 4-hydroxymandelic acid and derivatives via regio- and stereoselective Friedel-Crafts alkylation

Article abstract of DOI:10.1016/S0957-4166(00)82212-0

Optically active 4-hydroxymandelic esters were prepared in good yields and very high diastereoselectivity (up to 96% d.e.) via para-hydroxyalkylation of phenolic ethers. Enantiomeric pure 4-hydroxymandelic acid is available by hydrolysis.