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, John 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 (https://doi.org/10.1055/s-0029-1219340)

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.

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• Item metadata

  Item type:	Article
  ID code:	28352
  Dates:	Date Event March 2010 Published
  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:	11 Nov 2024 09:36
  Related URLs:	Scopus publication
  URI:	https://strathprints.strath.ac.uk/id/eprint/28352