title: Gold-catalyzed oxidative cyclization of chiral homopropargyl amides: synthesis of enantioenriched γ-lactams.
abstract: A gold-catalyzed tandem cycloisomerization/oxidation of homopropargyl amides has been developed, which provides ready access to synthetically useful chiral γ-lactams with excellent ee by combining the chiral tert-butylsulfinimine chemistry and gold catalysis. The utility of this methodology has also been demonstrated in the synthesis of biologically active compound S-MPP and natural product (-)-bgugaine. The use of readily available starting materials, a simple procedure, and mild reaction conditions are other significant features of this method.
authors: Department of Chemistry and Fujian Provincial Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, PR China.
authors: Chao
authors: C
authors: Shu
authors: Meng-Qi
authors: MQ
authors: Liu
authors: Shan-Shan
authors: SS
authors: Wang
authors: Long
authors: L
authors: Li
authors: Long-Wu
authors: LW
authors: Ye
mesh_terms: D002384:Catalysis; D003500:Cyclization; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D050607:Organogold Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D010293:Pargyline / Q000031:analogs & derivatives* / Q000737:chemistry; D011437:Propylamines / Q000737:chemistry*
chemical_list: D007769:Lactams; D050607:Organogold Compounds; D011437:Propylamines; C009054:propargylamine; D010293:Pargyline