SYNTHESIS OF OPTICALLY-ACTIVE EPHEDRINE-LIKE COMPOUNDS via COORDINATED DIASTEREOSELECTIVE FRIEDEL-CRAFTS ALKYLATION OF PHENOL SYSTEMS
The first direct diastereoselective synthesis of ephedrine-like compounds has been performed by hydroxyalkylation of metal phenolates with N-protected α-amino aldehydes: β-amino-ortho-hydroxybenzyl alcohols were obtained with good to excellent diastereose