Sequential reactions promoted by manganese: Completely stereoselective synthesis of (E)-α, β-unsaturated amides, ketones, aldehydes, and carboxylic acids

JM Concellón, H Rodríguez-Solla…

文献索引：Concellon, Jose M.; Rodriguez-Solla, Humberto; Diaz, Pamela Journal of Organic Chemistry, 2007 , vol. 72, # 21 p. 7974 - 7979

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被引用次数: 29

摘要

A complete E-selective synthesis of α, β-unsaturated amides through a sequential reaction of a range of dichloroamides with a variety of aldehydes promoted by Rieke manganese (Mn*) is reported. A mechanism based on a sequential aldol-type reaction and a completely stereoselective β-elimination is proposed to explain these results. The unsaturated amides obtained are readily and efficiently transformed into α, β-unsaturated ketones, aldehydes, ...