Alternative, high-yield synthesis of (E)-4-oxonon-2-enoic acid from 2-methoxyfuran

MARAŞ A., ALTAY A., BALLINI R.

SYNTHETIC COMMUNICATIONS, cilt.38, sa.2, ss.212-216, 2008 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 38 Sayı: 2
  • Basım Tarihi: 2008
  • Doi Numarası: 10.1080/00397910701739063
  • Dergi Adı: SYNTHETIC COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.212-216
  • Atatürk Üniversitesi Adresli: Evet

Özet

Alkylation of 2-methoxyfuran, followed by in situ TPP-sensitized photooxygenation of 2-methoxy-5-pentylfuran in the presence of Me2S, gave methyl (Z)-4-oxonon-2-enoate. Hydrolysis of methyl (Z)-4-oxonon-2-enoate afforded (E)-4-oxonon-2-enoic acid in three steps and in 79% overall yield.