A new and stereospecific synthesis of an inositol analogue: bis-homoinositol

Kara Y., Balci M.

TETRAHEDRON, cilt.59, sa.12, ss.2063-2066, 2003 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 59 Sayı: 12
  • Basım Tarihi: 2003
  • Doi Numarası: 10.1016/s0040-4020(03)00209-6
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2063-2066
  • Anahtar Kelimeler: cyclitols, peroxides, bicyclic aliphatic compounds, oxidation, CHIRO-INOSITOL, MYOINOSITOL, DERIVATIVES, CONDURITOLS
  • Orta Doğu Teknik Üniversitesi Adresli: Hayır

Özet

The photooxygenation of trans-8-(acetyloxy)bicyclo[4.2.0]octa-2,4-dien-7-yl acetate afforded the bicyclic endoperoxide. Reduction of the endoperoxide with thiourea followed by acetylation gave the corresponding tetraacetate. The KMnO4 oxidation of the tetraacetate followed by acetylation gave dihydroxytetraacetate Ammonolysis of tetraacetate afforded the bis-homoinositol, bicyclo[4.2.0]octane-2,3,4,5,7,8-hexol. (C) 2003 Elsevier Science Ltd. All rights reserved.