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Synthesis 1997; 1997(6): 620-622
DOI: 10.1055/s-1997-1404
short paper
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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
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Publication History

Publication Date:
31 December 2000 (online)

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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

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