Abstract

E-α,β-Unsaturated ketones can be obtained with complete E-selectivity by a sequential reaction of dichloroketones with a variety of aldehydes. This transformation was promoted by SmI 2 , SmI 2 in the presence of FeCl 3 or CrCl 2 . The best results were obtained when CrCl 2 was used as the metallating agent. A mechanism based on a successive aldol-type reaction and a β-elimination is proposed to explain these results.

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