Heterogenous oxidation of [2.2.1] bridged bicyclic alkenes with KMnO4-CuSO(4 center dot)5H(2)O: An alternative ozonolysis

Goksu S., ALTUNDAS R., SUTBEYAZ Y.

SYNTHETIC COMMUNICATIONS, cilt.30, sa.9, ss.1615-1621, 2000 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 30 Sayı: 9
  • Basım Tarihi: 2000
  • Doi Numarası: 10.1080/00397910008087198
  • Dergi Adı: SYNTHETIC COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1615-1621
  • Atatürk Üniversitesi Adresli: Evet

Özet

Seven [2.2.1] bridged alkenes were cleaved to the corresponding dialdehyde products by neutral heterogenous oxidation with KMnO4-CuSO4. 5H(2)O. While endo, endo-dimethyl bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylate, [2.2.2] bridged alkene, gave the corresponding alpha-hydroxy ketone, endo, endo-dimethyl bicyclo[3.2.2]non-8-ene-6,7-dicarboxylate afforded a diketone product.