Regioselective ring cleavage of chiral β-trichloromethyl-β- propiolactone with organoaluminum compounds for the synthesis of optically active intermediates

Article abstract of DOI:10.1016/S0040-4039(98)02238-2

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.