One-Pot Synthesis of 1,2,3-Triols from Allylic Hydroperoxides and a Catalytic Amount of OsO4 in Aqueous Acetone

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Alp C., Atmaca U., Çelik M., Gültekin M. S.

SYNLETT, sa.17, ss.2765-2768, 2009 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Basım Tarihi: 2009
  • Doi Numarası: 10.1055/s-0029-1217965
  • Dergi Adı: SYNLETT
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2765-2768
  • Atatürk Üniversitesi Adresli: Evet

Özet

Allylic hydroperoxides were converted into the corresponding triols in the presence of a catalytic amount of OSO4. The present reaction involves regeneration of active osmium species by the hydroperoxide functionality and occurs in a diastereoselective manner to form triols in high yields. A plausible mechanism for the formation of 1,2,3-triols from allylic hydroperoxide is presented.