An asymmetric copper-catalyzed Sonogashira type coupling between alkynes and a-bromoamides has been developed. This method represents a facile approach to synthetically useful b, g-alkynyl amides from two readily available starting materials in a highly enantioselective manner. A Bisoxazoline diphenylanaline (BOPA) serves as the effective chiral ligand. Preliminary mechanistic studies support the formation of alkyl radical species. Scheme 1. The synthesis of a-alkynyl carbonyl compounds.
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