Copper-catalyzed 6-endo cyclization of N-propargylic β-enaminocarbonyls was developed for the synthesis of oxidation-labile 1,6-dihydropyridines. This synthetic method allows flexible and regio-defined assembly of various substituents at the N1, C2, C3, C4, and C6 positions of 1,6-dihydropyridines under mild conditions.

A chiral tridentate ketimine P,N,N-ligand has been successfully applied in the copper-catalyzed enantioselective propargylic substitution of propargylic acetates with a variety of β-dicarbonyl compounds, in which excellent enantioselectivities (up to >99% ee) and high yields have been obtained.

High regioselectivity was achieved in the Cu(i)-catalyzed borylation of internal propargylic alkynes with a silyl substituent to afford multifunctionalized alkenylboron compounds. While both the silyl and propargylic substituents are known to act as directing groups, a N-heterocyclic carbene (NHC)-Cu complex furnished β-vinylboronate products (relative to Si) with high selectivity.

The compatibility between gold(I) catalysts and amine transaminases has been explored to transform racemic propargylic alcohols into enantioenriched allylic amines in a straightforward selective manner. synthetic approach consists of gold(I)-catalysed Meyer-Schuster rearrangement series 2-arylpent-3-yn-2-ols subsequent stereoselective enzyme-catalysed transamination the resulting α,β-unsaturate...