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

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. Gr...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron 2005-03, Vol.61 (10), p.2659-2665
Main Authors: Bremner, John B., Perkins, David F.
Format: Article
Language:English
Subjects:
10-Membered rings
9-Membered rings
Adrenaline
Aza Claisen
Azecine
Azonine
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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. Graphical Abstract
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2005.01.061