title: Enantioselective rhodium-catalyzed synthesis of α-chloromethylene-γ-butyrolactams from N-allylic alkynamides.
abstract: The first enantioselective cycloisomerization with intramolecular halogen migration of various 1,6-enynes promoted by a cationic Rh-Synphos catalyst is reported. This method provides an efficient route to enantiomerically enriched γ-butyrolactam derivatives, which are important core scaffolds found in numerous natural products and biologically active molecules. Good yields and enantiomeric excesses up to 96% are achieved.
authors: Laboratoire Charles Friedel (LCF), Chimie ParisTech, CNRS UMR 7223, 75005 Paris, France.
authors: Olivier
authors: O
authors: Jackowski
authors: Jianping
authors: J
authors: Wang
authors: Xiaomin
authors: X
authors: Xie
authors: Tahar
authors: T
authors: Ayad
authors: Zhaoguo
authors: Z
authors: Zhang
authors: Virginie
authors: V
authors: Ratovelomanana-Vidal
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000737:chemistry*; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D006843:Hydrocarbons, Chlorinated; D007769:Lactams; D012238:Rhodium