Synlett

Synthesis of E-α, β-unsaturated ketones with complete stereoselectivity via sequential aldol-type/elimination reactions promoted by samarium diiodide or chromium …

JM Concellón, H Rodríguez-Solla, C Concellón…

文献索引：Concellon, Jose M.; Rodriguez-Solla, Humberto; Concellon, Carmen; Diaz, Pamela Synlett, 2006 , # 6 p. 837 - 840

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被引用次数: 5

摘要

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.