title: α-Oxo-γ-butyrolactam, N-containing pronucleophile in organocatalytic one-pot assembly of butyrolactam-fused indoloquinolizidines.
abstract: The ambident reactivity of α-oxo-γ-butyrolactam has been explored in an organocatalytic one-pot Michael/Pictet-Spengler sequence. The synthetically interesting and medicinally important pentacyclic butyrolactam-fused indoloquinolizidines can be efficiently constructed in a highly stereocontrolled manner. Importantly, the chemistry described herein provides a general catalytic method for the enantioselective synthesis of butyrolactam-incorporated chemical entities.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
authors.forename: Hai-Liang
authors.initials: HL
authors.lastname: Zhu
authors.forename: Jun-Bing
authors.initials: JB
authors.lastname: Ling
authors.forename: Peng-Fei
authors.initials: PF
authors.lastname: Xu
mesh_terms: D002384:Catalysis; D007769:Lactams / Q000737:chemistry*; D015394:Molecular Structure; D054837:Quinolizidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D007769:Lactams; D054837:Quinolizidines; C577187:alpha-oxo-gamma-butyrolactam