STEREOSELECTIVE PREPARATION OF Z-1,2-DIARYLALLYL CHLORIDES AND THE CONVERSION THEREOF INTO AZOLYLMETHYLOXIRANES AND NOVEL INTERMEDIATES

摘要

Disclosed is a process for the stereoselective preparation of Z-1,2-diarylallyl chlorides of the general formula I (See formula I) in which R1 and R2, independently of one another, are hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy or an unsubstituted or substituted aromatic radical, and n and m are 1, 2 or 3. This process by which the compounds of formula I can be prepared in high isomeric purity, ie. with a high preference for the E- or trans-configuration of the phenyl radicals on the double bond, and in high yield, comprises dehydrating a chlorohydrin of the formula II (See formula II) in which the radicals are as defined above, at up to 50.degree.C in an inert ether or carboxylic acid ester as solvent and in the presence of a carboxylic anhydride and an organic or inorganic acid. The compounds of formula I that are so obtained are useful intermediates for the preparation of pharmacological, fungicidal and antimycotic active compounds.