Download PDF
Synthesis 1997; 1997(6): 620-622
DOI: 10.1055/s-1997-1404
short paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A Viable Route to exo-2-Benzyliminobornan-3-ol: A Key Intermediate in the Synthesis of a Chiral Auxiliary

David G. Morris1 , Karl S. Ryder2
  • 1Department of Chemistry, University of Glasgow, Glasgow G12 8Q, Great Britain, Fax +44(141)3304888; E-mail: D.Morris@chem.gla.ac.uk
  • 2Department of Chemistry, Meston Walk, University of Aberdeen, Old Aberdeen AB24 3UE, Great Britain
Further Information

Publication History

Publication Date:
31 December 2000 (online)

 PDF Download  Permissions and Reprints All articles of this category

A new synthesis of the title compound 2 has been achieved in which benzylamine reacts with the novel hydroxy N-nitroimine 6 with concomitant evolution of nitrous oxide, whereas the published reaction between benzylamine and the corresponding ketone 4 does not occur reproducibly.

benzylamine - hydroxy N-nitroimine - exo-2-benzylimino-bornan-3-ol - chiral auxiliary - nitrous oxide