A double Mannich approach to the synthesis of substituted piperidones-application to the synthesis of substituted E-ring analogues of methyllycaconitine

作者：Chan Yinman; Balle Jared; Sparrow J Kevin; Boyd Peter D W; Brimble Margaret A; Barker David^*

来源：Tetrahedron, 2010, 66(35): 7179-7191.

DOI：10.1016/j.tet.2010.06.084

• Mannich reaction
• 4-Piperidones
• Multicomponent reaction
• Methyllycacontine

The double Mannich reaction of acyclic alpha,gamma-substituted beta-keto esters and bis(aminol) ethers gives substituted 3,5-substituted-4-piperidones with high levels of diastereoselectivity. These piperdiones can be easily transformed into substituted E-ring analogues of the delphinium alkaloid methyllycacotine.

• 出版日期2010-8-28