Stereoselective preparation of z-1,2-diarylallyl chlorides...

Details Stereoselective preparation of z-1,2-diarylallyl chlorides... Stereoselective preparation of z-1,2-diarylallyl chlorides...

C - Chemistry, Metallurgy

07

C

260/305, 260/369

C07C 22/04 (2006.01) C07C 17/35 (2006.01) C07C 25/24 (2006.01) C07C 43/225 (2006.01) C07C 43/29 (2006.01) C07D 303/02 (2006.01) C07D 303/08 (2006.01) C07D 405/06 (2006.01) C07D 521/00 (2006.01)

Patent

CA 2021328

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°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.

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