Synthesis of 3-azabicyclo[3.3.0]octane framework and a novel tricyclicaminoether

Kaniskan H., Dogan O.

SYNTHETIC COMMUNICATIONS, cilt.33, sa.21, ss.3833-3841, 2003 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 33 Sayı: 21
  • Basım Tarihi: 2003
  • Doi Numarası: 10.1081/scc-120025195
  • Dergi Adı: SYNTHETIC COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.3833-3841
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

The efficient synthesis of 3-azabicyclo[3.3.0]octane derivative 1 and a novel tricyclicaminoether 11 has been achieved in seven steps using commercially available starting materials and commonly used reagents. The key steps are the intramolecular ring opening of epoxide 7 providing tricyclic aminoalcohol 3 and Baeyer-Villiger oxidation of ketone 8 providing the corresponding lactone 2. Both reactions proceeded regiospecifically.