Facile synthesis of (S)-β-hydroxy-β-trichloromethylated aromatic ketones by the regioselective ring cleavage of chiral β-trichloromethyl-β-propiolactone under the Friedel-Crafts conditions

Article abstract of DOI:10.1016/S0040-4039(97)00120-2

The reaction of enantiomerically pure β-trichloromethyl-β-propiolactone (1) as a chiral building block with an aromatic compound in the presence of Lewis acid provided an acylated product with a chiral trichloromethyl carbinol moiety. The acylated product was used as an effective chiral synthon for natural product synthesis such as enalapril of ACE inhibitor.