A convenient synthesis of γ-functionalized cyclopentenones
Springer Science and Business Media LLC -- Beilstein Journal of Organic Chemistry
DOI 10.1186/1860-5397-1-11
Keyword(s)
  1. Nef reaction
  2. conjugated addition
  3. nitroalkanes
  4. 1,4-diketones
  5. functionalized cyclopentenones
Abstract(s)

The synthesis of γ-functionalized cyclopentenones was carried out in a few steps, starting firstly with the preparation of nitroketonic intermediates 2, which were readily transformed into 1,4-diketones using the Nef conversion. The intramolecular cyclization of the γ-diketones 3 in a basic medium, led to the functionalized cyclopentenones 4.