2008

AmidinesP 0330 Highly Efficient Synthesis of α-Amino Amidines from Ynamides by the Cu-Cata-

lyzed Three-Component Coupling Reactions. — Ynamides are used as substrates in the copper-catalyzed coupling reaction with azides and amines to provide α-amino amidines. The method is also applicable to chiral oxazolidinone derivatives which can be subsequently deprotected with lithium hexamethyldisilazide and treated with methyl iodide to form the monoalkylated products as a mixture of diastereomers. Coupling re-action occurs with good yields not only for alkylsulfonyl azides, but also for different phosphoryl azides. Imidate (XII) is obtained by coupling of ynamide (Ia) with tosyl azide and methanol instead of an amine. — (KIM, J. Y.; KIM, S. H.; CHANG*, S.; Tetrahedron Lett. 49 (2008) 11, 1745-1749; Dep. Chem., Korea Adv. Inst. Sci. Technol., Daejeon 305-701, S. Korea; Eng.) — S. Adam

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