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A convenient synthesis of γ-functionalized cyclopentenones

  • Nour Lahmar,
  • Taïcir Ben Ayed,
  • Moncef Bellassoued and
  • Hassen Amri

Beilstein J. Org. Chem. 2005, 1, No. 11, doi:10.1186/1860-5397-1-11

Graphical Abstract
  • conjugate addition of nitroalkanes to α,β-unsaturated ketones 1 leading to the nitroalkanes derivatives 2 which may be converted into their γ-diketone homologues 3 using Nef reaction. The intramolecular cyclization of 1,4-diketones 3 led to the corresponding cyclopentenones 4. Results and discussion As
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Published 07 Oct 2005
Graphical Abstract
  • from oxidation to the corresponding α,β-unsaturated ketone,[47] followed by conjugate addition. The dihydroxyation of the anti allylic alcohol 19 under Upjohn conditions was not synthetically useful (entry 8a, Table 1). Although dihydroxyation of the remote allyl group was rapid, the dihydroxylation of
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Published 26 Aug 2005
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