Tetrahedron

Synthesis of functionalised azecine and azonine derivatives via an enolate assisted aza Claisen rearrangement

JB Bremner, DF Perkins

Index: Bremner, John B.; Perkins, David F. Tetrahedron, 2005 , vol. 61, # 10 p. 2659 - 2665

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Citation Number: 10

Abstract

This paper describes the synthesis of functionalised azecine and azonine derivatives incorporating the adrenaline motif. In a key step, an enolate assisted aza Claisen rearrangement was employed to interconvert from 6-and 5-membered heterocycles to their corresponding 10-and 9-membered lactams.