Resolution and Determination of the Absolute Stereochemistry of α- and β-Aryl-Substituted γ-Methylenevalerolactones, Alternate Substrate Inhibitors for Serine Proteases

Article abstract of DOI:10.1021/jo00277a040

To study the enantioselectivity of alternate substrate inhibition of chymotrypsin by chiral α- and β-arylsubstituted enol lactones, we have prepared four of these lactones in homochiral form: 3-phenyl-6-methylenetetrahydro-2-pyranone (αPh6H, IIa), 3-(1-na