Biomimetically inspired short access to the 2-aminoimidazole-fused tetracyclic core of (+/-)-dibromoagelaspongin. - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2009

Biomimetically inspired short access to the 2-aminoimidazole-fused tetracyclic core of (+/-)-dibromoagelaspongin.

Résumé

A six-step synthesis of the tetracyclic core of the natural compound (+/-)-dibromoagelaspongin, isolated from Agelas sp. Sponge, was achieved from the commercially available 5-aminopentan-1-ol, 2-trichloroacetylpyrrole, and 2-aminopyrimidine. Following a biomimetic inspired approach, successive oxidative reactions including the final DMDO biomimetic oxidation gave the interesting triaminomethane-fused core.
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Dates et versions

hal-00432043 , version 1 (13-11-2009)

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Sylvain Picon, Huu Dau Elise Tran, Marie-Thérèse Martin, Pascal Retailleau, Anne Zaparucha, et al.. Biomimetically inspired short access to the 2-aminoimidazole-fused tetracyclic core of (+/-)-dibromoagelaspongin.. Organic Letters, 2009, 11 (12), pp.2523-6. ⟨10.1021/ol900745c⟩. ⟨hal-00432043⟩
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