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Enantioselective Copper-Catalyzed Propargylic Amination

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  • The National Research School Combination—Catalysis (NRSC-C) is gratefully acknowledged for financial support of this project.

Abstract

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A proper copper catalyst with a chiral pyridine-2,6-bisoxazoline (pybox) ligand was used to convert a variety of propargylic acetates with aromatic side chains (R=Ar) into their amine counterparts in high yield and with good selectivity (up to 88 % ee). The resulting chiral propargylic amines can be elaborated further into P,N ligands (see scheme; DIPEA=diisopropylethylamine).

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