Regioselective ring cleavage of chiral β-trichloromethyl-β-propiolactone with organoaluminum compounds for the synthesis of optically active intermediates
A novel alkylating ring cleavage reaction of enantiomerically pure β-trichloromethyl-β- propiolactone as a chiral building block with organoaluminum compounds provided ring- opened products with a chiral trichloromethyl carbinol moiety. A product was demonstrated to be used as an effective chiral synthon for the synthesis of chiral bioactive derivatives such as ipsdienol and sodium cilastatin.