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The 2-(2-Azidoethyl)cycloalkanone strategy for bridged amides and medium-sized cyclic amine derivatives in the Aubé-Schmidt reaction

Macleod, Fraser and Lang, Stuart and Murphy, J.A. (2010) The 2-(2-Azidoethyl)cycloalkanone strategy for bridged amides and medium-sized cyclic amine derivatives in the Aubé-Schmidt reaction. Synlett, 2010 (4). pp. 529-534. ISSN 0936-5214

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Abstract

2-(2-Azidoethyl)cycloalkanones afford bridged lactams in the Aubé-Schmidt reaction, sometimes in excellent yield, and solvolysis yields derivatives of medium-ring amines. Attempts to divert the Schmidt reaction with an arene-mediated fragmentation of the normal Schmidt intermediate have led to an initial example

Item type: Article
ID code: 28352
Keywords: Aubé, Schmidt, rearrangement, azide, heterocycle, bridged amide, medium-ring amine, medium-ring amide, Chemistry, Organic Chemistry
Subjects: Science > Chemistry
Department: Faculty of Science > Pure and Applied Chemistry
Depositing user: Ms Carol Khalaf
Date Deposited: 13 May 2011 08:45
Last modified: 21 May 2015 12:47
Related URLs:
URI: http://strathprints.strath.ac.uk/id/eprint/28352

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