Chemistry of bicyclic endoperoxides derived from dihydropyridine derivatives: Attempted synthesis of polyhydroxypiperidine derivatives


Salamci E., Bayram B., Balci M.

TURKISH JOURNAL OF CHEMISTRY, cilt.30, ss.441-449, 2006 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 30 Konu: 4
  • Basım Tarihi: 2006
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Sayfa Sayıları: ss.441-449

Özet

To achieve the synthesis of azasugar derivatives with the utilization of singlet oxygen, pyridine was used as the starting material. The reduction of pyridine followed by a singlet oxygen reaction afforded cyclic aza-endoperoxides (14 and 16). However, many attempts were made to convert the azaendoperoxides to the corresponding di- and triacetates without success. However, the base-catalyzed rearrangement of 14 gave unprecedented rearrangement products 23 and 24.