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|All Authors / Contributors:||
Carine Bughin; Jieping Zhu; Université de Paris-Sud. Faculté des Sciences d'Orsay (Essonne).; Université de Paris-Sud.
|Description:||1 vol. (342 p.) : ill. ; 30 cm.|
|Responsibility:||Carine Bughin ; sous la direction de [Jieping Zhu].|
We have developed a novel macrolactonization technology. It is a domino process in which a strategically incorporated 5-amino oxazole serves as an internal traceless activator of the neighboring C-terminal carboxylic acid. No coupling reagent is required and the entire sequence is triggered by just a few equivalents of trifluoroacetic acid under very mild conditions. This new methodology has been successfully applied for the synthesis of cyclodepsipeptides and cyclic aminosugars. By combinaison with a three-component synthesis of 5-amino oxazole, a two-step synthesis of structurally complex cyclodepsipeptides, tripeptides and cyclic aminosugars from readily accessible starting materials is developed. An additional study of the mechanism of this domino process has also been provided.