title: γ-Carbon Activation through N-Heterocyclic Carbene/Brønsted Acids Cooperative Catalysis: A Highly Enantioselective Route to δ-Lactams.
abstract: A γ-carbon activation method that operates through N-heterocyclic carbene/Brønsted acid cooperative catalysis for highly enantioselective synthesis of δ-lactams is reported. The protocol allows the challenging remote γ-carbon control of regioselectivity and enantioselectivity through introduction of an appropriate γ-leaving group in the enals. The reaction offers good yields and excellent enantioselectivities, and the resulting cyclic products can be easily converted into high-value drug-like derivatives.
authors.affiliation: †CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.|‡China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, P. R. China.
authors.forename: Yonglong
authors.initials: Y
authors.lastname: Xiao
authors.affiliation: ‡China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, P. R. China.
authors.forename: Jinxin
authors.initials: J
authors.lastname: Wang
authors.affiliation: †CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
authors.forename: Wenjing
authors.initials: W
authors.lastname: Xia
authors.affiliation: †CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
authors.forename: Shuangjie
authors.initials: S
authors.lastname: Shu
authors.affiliation: †CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
authors.forename: Shenchao
authors.initials: S
authors.lastname: Jiao
authors.affiliation: †CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Zhou
authors.affiliation: †CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
authors.forename: Hong
authors.initials: H
authors.lastname: Liu
mesh_terms: D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D007769:Lactams; D013450:Sulfones; C030011:carbene; D002244:Carbon; D008697:Methane