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The regio selectivity of the carbocupration reaction of substituted and non substituted e-acetylenic ketals and acetals is discussed. Lithium diorganocuprates add regio and stereoselectively. The functionalized vinyl cuprates thus obtained, can be trapped by a large variety of electrophiles : alkyl , alkenyl alkynyl and aryl halides, cunsaturated esters or ketones. The reaction is illustrated by the synthesis of manicone, of pure E geranial, and of 2,4-(E,Z) dienals.

Carbocupration of acetylenic acetals and ketals: synthesis of α-β ethylenic acetals, and of dienals and dienones