Copper(II) Trifluoromethanesulfonate Catalyzed Hydroamination Cyclization–Dimerization Cascade Reaction of Homopropargylic Amines for the Construction of Complex Fused Nitrogen‐Containing Tetracycles. Issue 22 (13th July 2016) - Liu, Lingyan
Abstract : A Cu(OTf)2 ‐catalyzed cascade cyclization reaction of simple homopropargylic amines was developed. The sequence involved an intramolecular radical hydroamination cyclization followed by dimerization by a Povarov‐type reaction. Through this cascade reaction, a complex nitrogen‐containing tetracycle framework was constructed in one pot with the formation of four new bonds and five stereocenters. Noteworthy, the aglycon of the natural product incargranine B was facilely and efficiently synthesized by using this method. Abstract : A Cu(OTf)2 ‐catalyzed intramolecular radical hydroamination cyclization–dimerization cascade reaction of simple homopropargylic amines is developed, and a complex nitrogen‐containing tetracyclic framework is constructed in one pot with the formation of four new bonds and five stereocenters. Noteworthy, the aglycon of the natural product incargranine B is facilely and efficiently synthesized.