Synthesis of the bioactive fungal natural product daldiquinone


Ahmadli D., TÜRKMEN Y. E.

TETRAHEDRON LETTERS, cilt.100, 2022 (SCI-Expanded, Scopus)

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 100
  • Basım Tarihi: 2022
  • Doi Numarası: 10.1016/j.tetlet.2022.153877
  • Dergi Adı: TETRAHEDRON LETTERS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aquatic Science & Fisheries Abstracts (ASFA), BIOSIS, Biotechnology Research Abstracts, CAB Abstracts, Chemical Abstracts Core, Chimica, EMBASE, Veterinary Science Database, Index Chemicus (IC), Current Chemical Reactions (CCR)
  • Orta Doğu Teknik Üniversitesi Adresli: Hayır

Özet

We report the first total synthesis of the biologically active fungal natural product daldiquinone (5), which was accomplished with a longest linear sequence of 8 steps in 41% overall yield. The construction of the unsymmetrical binaphthalene core was realized by a Suzuki-Miyaura cross-coupling in 88% yield on gram scale. Oxidation of naphthol 17 with IBX afforded the key naphthoquinone intermediate 18 in high yield (92%). (C) 2022 Elsevier Ltd. All rights reserved.