Synthesis and properties of axially-chiral N-(2,6-disubstituted)phenyl triazolones

Certain ortho-substituted phenyl triazolone compounds are fungicidal. When two ortho-substituents are present, stable atropisomers can be isolated. Several methods for resolving racemic intermediates into the enantiomers are described, including separations of diasteromeric ester derivatives and diasteromeric salts. The intermediates were converted into products in which the absolute configuration can be correlated to biological activity.