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Synthesis, 1H-and 13C-NMR Spectra of 2-Tropanone Derivatives. The “6-Endo” or “6-Exo”-8-Methyl or Phenyl-2-Oxo-8-Azabicyclo of 3,2,1]-Oct-3-Ene-6-Carbonitrile and 3,4-Dihydrogenated Analogues

✍ Scribed by J. A. Lepoivre; R. A. Dommisse; E. L. Esmans; J. J. van Luppen; E. M. Merckx; F. C. Alderweireldt

Publisher
Wiley (John Wiley & Sons)
Year
2010
Weight
272 KB
Volume
90
Category
Article
ISSN
0037-9646

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✦ Synopsis

Abstract

The 1,3‐dipolar addition reaction of acrylonitrile to the betaine 1‐phenyl or methyl‐3‐oxidopyridinium is not so highly regioselective as generally assumed. New regioisomers are isolated. Their structures are proven by mass spectroscopy and proton‐and carbon‐NMR spectroscopy. Some 3,4dihydroderivatives are also prepared.

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