Gold-Catalyzed Highly Diastereoselective Oxy-Propargylamination of Allenamides with C-Alkynyl N-Boc N,O-Acetals.

A gold-catalyzed oxy-propargylamination of N-allenamides has been developed by using C-alkynyl N-Boc-acetals as the difunctionalization reagents. Typically, this process features the unique proximal addition rather than the common distal nucleophilic addition for gold(I)-activated allenamides. This reaction is atom-economic and provides highly functionalized 1,3-amino alcohol derivatives in good yields with good to excellent diastereoselectivities under mild reaction conditions.