A Synthesis of Lamellarins via Regioselective Assembly of 1,2,3-Differentially Substituted 5,6-Dihydropyrrolo[2,1-a]Isoquinoline Core

• Fukuda, Tsutomu

• Sato, Daichi

• Iwao, Masatomo

Abstract

A modular synthesis of the marine natural products lamellarins has been developed. The key reactions utilized are C3-selective Vilsmeier-Haack formylation followed by iterative bromination/cross-coupling of the 5,6-dihydropyrrolo[2,1-a]isoquinoline core. The 1,2-diaryl-5,6-dihydropyrrolo[2,1-a]isoquinoline-3-carbaldehyde thus synthesized was readily converted to the lamellarin skeleton by mean of palladium-catalyzed oxidative lactonization.

HETEROCYCLES, 91(4), pp.782-794; 2015

Journal

• HETEROCYCLES

  HETEROCYCLES 91 (4), 782-794, 2015

  日本複素環化学研究所

Details

• CRID: 1050850247217181056
• NII Article ID: 120006987123
• NII Book ID: AA00663739
• ISSN: 03855414
• HANDLE: 10069/35307
• NDL BIB ID: 026309668
• Web Site: https://nagasaki-u.repo.nii.ac.jp/records/4192
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I026309668
• Text Lang: en
• Article Type: journal article
• Data Source:
  • IRDB
  • NDL
  • CiNii Articles