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Synthesis of marine alkaloids leucettamines B and C by beta-lactam ring rearrangement


Dražić, Tonko; Molčanov, Krešimir; Jurin, Mladenka; Roje, Marin
Synthesis of marine alkaloids leucettamines B and C by beta-lactam ring rearrangement // Synthetic communications, 47 (2017), 8; 764-770 doi:10.1080/00397911.2017.1283525 (međunarodna recenzija, članak, znanstveni)


Naslov
Synthesis of marine alkaloids leucettamines B and C by beta-lactam ring rearrangement

Autori
Dražić, Tonko ; Molčanov, Krešimir ; Jurin, Mladenka ; Roje, Marin

Izvornik
Synthetic communications (0039-7911) 47 (2017), 8; 764-770

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
2-aminoimidazolone, β-lactam, marine alkaloids, transformation

Sažetak
A new method for the synthesis of marine alkaloids leucettamines B and C from Leucetta sp. sponges is described. The key step is the base-promoted rearrangement of β-lactam into imidazolone ring. Leucettamines B and C as well as their N-benzoyl derivatives were obtained in high yields. Single-crystal structures of both leucettamines B and C were determined by X-ray diffraction confirming Z-configuration of double bond at 4-position of imidazolone.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Ustanove
Institut "Ruđer Bošković", Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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