Pirali, TraceyTron, Gian CesareMasson, GeraldineZhu, Jieping2010-11-252010-11-252010-11-25200710.1021/ol7024372https://infoscience.epfl.ch/handle/20.500.14299/58429A three-component reaction of an alpha ,alpha -disubstituted alpha -isocyanoacetamide, an aldehyde and an amino alc. afforded 5-iminooxazolines, which, upon sapon., cyclized under acidic conditions to provide the macrocyclodepsipeptides in good overall yields. [on SciFinder (R)]Alcohols Role: RCT (Reactant)RACT (Reactant or reagent) (amino; prepn. of iminooxazolines via ammonium chloride-promoted three-component reaction of isocyanoacetamidesaldehydes and amino alcs.); Peptides Role: SPN (Synthetic preparation)PREP (Preparation) (depsipeptidesmacrocyclic; prepn. of macrocyclodepsipeptides via cyclization of iminooxazolines); Aldehydes Role: RCT (Reactant)RACT (Reactant or reagent) (prepn. of iminooxazolines via ammonium chloride-promoted three-component reaction of isocyanoacetamidesaldehydes and amino alcs.); Ugi reaction (prepn. of isocyanoacetamides via Ugi reaction of ketonesammonium formate and isocyanoacetates); Ketones Role: RCT (Reactant)RACT (Reactant or reagent) (prepn. of isocyanoacetamides via Ugi reaction of ketonesammonium formate and isocyanoacetates); Cyclization (prepn. of macrocyclodepsipeptides via cyclization of iminooxazolines); Macrocyclic compounds Role: SPN (Synthetic preparation)PREP (Preparation) (prepn. of macrocyclodepsipeptides via cyclization of iminooxazolines); Multicomponent reaction (three-component; prepn. of iminooxazolines via ammonium chloride-promoted three-component reaction of isocyanoacetamidesaldehydes and amino alcs.)iminooxazoline prepn three component reaction isocyanoacetamide aldehyde amino alc; macrocyclodepsipeptide prepn iminooxazoline sapon cyclizationAmmonium Chloride Promoted Three-Component Synthesis of 5-Iminooxazoline and Its Subsequent Transformation to Macrocyclodepsipeptidetext::journal::journal article::research article