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

…, J Balle, JK Sparrow, PDW Boyd, MA Brimble, D Barker

Index: Chan, Yinman; Balle, Jared; Kevin Sparrow; Boyd, Peter D.W.; Brimble, Margaret A.; Barker, David Tetrahedron, 2010 , vol. 66, # 35 p. 7179 - 7191

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Citation Number: 7

Abstract

The double Mannich reaction of acyclic α, γ-substituted β-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.