ChemInform Abstract: Highly Regio- and Diastereoselective Friedel-Crafts Alkylation of Phenols. Synthesis of 2-Hydroxymandelic Esters.
Abstract
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ChemInform Abstract
The use of mandelic acid as a drug and the interest in asym. electrophilic aromatic substitution results in the synthesis of the title esters (III), (IV), (VI) and (VII). The diastereomeric ratio depends on the bulkiness of the chiral esters (II) and (V) and on the Lewis acid used. Best results are achieved with TiCl4.