Organozinc compounds stereochemistry

Acylation of organozinc reagents. Reaction of acyl chlorides with organozinc compounds catalyzed by palladium-phosphine complexes provides a general synthesis of ketones. The organozincs are readily available by treatment of the corresponding organo-lithium with ZnCh. Alkenylzinc compounds and a,p-unsaturated acyl chlorides react with retention of the stereochemistry. Isolated yields of ketones are 55-90%. 

Sample Solution (a) Palladium-catalyzed reactions of organozinc compounds with alkenyl halides give cross-coupling in which bond formation occurs between the carbon attached to zinc and the carbon attached to the halogen. The stereochemistry at the double bond of the iodoalkene is retained. The product is (f)-6-methyl-l,5-decadiene. 

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