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Concise microwave-assisted synthesis of 2-aminoimidazole marine sponge alkaloids of the isonaamines series
Ermolat'ev, D.S.; Alifanov, V.; Rybakov, V.; Babaev, E.; Van der Eycken, E.V. (2008). Concise microwave-assisted synthesis of 2-aminoimidazole marine sponge alkaloids of the isonaamines series. Synthesis 2008(13): 2083-2088. dx.doi.org/10.1055/s-2008-1078444
In: Synthesis. Thieme: Stuttgart. ISSN 0039-7881, more
Peer reviewed article  

Available in  Authors 
    VLIZ: Open Repository 292188 [ OMA ]

Keyword
    Marine
Author keywords
    natural products; ring opening; cleavage; imidazo[1,2a]pyrimidin-1-iumsalts; 2-aminoimidazoles

Authors  Top 
  • Ermolat'ev, D.S.
  • Alifanov, V.
  • Rybakov, V.
  • Babaev, E.
  • Van der Eycken, E.V.

Abstract
    A short and efficient route to 1,4-substituted 2-aminoimidazole alkaloids starting from the easily accessible 2-alkylaminopyrimidines and a.-bromo aldehydes is reported. The formation of the intermediate imidazo[1,2-a]pyrimidinium salts and subsequent cleavage were facilitated by microwave irradiation. Marine sponge alkaloids preclathridines A, C and isonaamines A, C, D were obtained in high yields using the optimized one-pot two-step procedure.

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