oa South African Journal of Chemistry - Novel synthesis of 1, 6, 7, 9-tetrasubstituted 8-oxo-1-azaspiro[4.4]nonanes

Volume 55, Issue 1
  • ISSN : 0379-4350



The synthesis and isolation of one diastereomer of 1-benzyl-7, 9-dimethyl-8-oxo-1-azaspiro[4.4]nonane-6-carbonitrile 11 was accomplished by the diiron nonacarbonyl-assisted spirocyclization reaction of 2-(1-benzyl-2-pyrrolidinylidene)acetonitrile 10 and 2, 4-dibromo-3-pentanone 12.NOESY NMR spectroscopy experiments of 11 showed it to be the (5*, 6*, 7*, 9*)-diastereomer.

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