book and wave icon
Strathprints: University of Strathclyde Institutional Repository

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

[img] Microsoft Word (Schmidt_-_JAM_-_Synlett_-_paper_-_submit.doc)
Download (2063Kb)

    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
    Subjects: Science > Chemistry
    Department: Faculty of Science > Pure and Applied Chemistry
    Related URLs:
      Depositing user: Ms Carol Khalaf
      Date Deposited: 13 May 2011 09:45
      Last modified: 13 Apr 2013 13:16
      URI: http://strathprints.strath.ac.uk/id/eprint/28352

      Actions (login required)

      View Item

      Fulltext Downloads: