Cyclotrimerization of 'Oxabenzonorbornadiene': Synthesis of syn- and anti-5,6,11,12,17,18-hexahydro-5,18:6,11 : 12,17-triepoxytrinaphthylene

DE LUCCHI O., Dastan A., ALTUNDAS A., FABRIS F., BALCI M.

HELVETICA CHIMICA ACTA, cilt.87, sa.9, ss.2364-2367, 2004 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 87 Sayı: 9
  • Basım Tarihi: 2004
  • Doi Numarası: 10.1002/hlca.200490213
  • Dergi Adı: HELVETICA CHIMICA ACTA
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2364-2367
  • Atatürk Üniversitesi Adresli: Evet

Özet

An efficient synthetic route to the concave-shaped, potentially ionophoric syn- and anti-isomers of 5,6,11,12,17,18-hexahydro-5,18:6,11:12,17-triepoxytrinaphthylene (4) was elaborated. Starting from 'oxabenzonorbornadiene' (5), the stannylated precursor 9 was prepared in three steps, followed by cyclotrimerization ;catalyzed by copper(I) thiophene-2-carboxylate (CuTC), which afforded 4 in a synlanti ratio of 5:4.