title: β,γ-Regioselective inverse-electron-demand aza-Diels-Alder reactions with α,β-unsaturated aldehydes via dienamine catalysis.
abstract: A stereoselective inverse-electron-demand aza-Diels-Alder cycloaddition process of cyclic 1-aza-1,3-butadienes and α,β-unsaturated aldehydes has been developed via dienamine catalysis. This reaction exhibits excellent β,γ-regioselectivity for enal substrates with substantial structural diversity and broad functionalities, readily producing highly enantioenriched fused piperidine derivatives and enabling efficient sequential construction of complex polycyclic frameworks.
authors.affiliation: Key Laboratory of Drug-Targeting and Drug Delivery System of the Ministry of Education, West China School of Pharmacy, and State Key Laboratory of Biotherapy, West China Hospital, Sichuan University , Chengdu, Sichuan 610041, China.
authors.forename: Jing
authors.initials: J
authors.lastname: Gu
authors.forename: Chao
authors.initials: C
authors.lastname: Ma
authors.forename: Qing-Zhu
authors.initials: QZ
authors.lastname: Li
authors.forename: Wei
authors.initials: W
authors.lastname: Du
authors.forename: Ying-Chun
authors.initials: YC
authors.lastname: Chen
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D001372:Aza Compounds / Q000737:chemistry*; D002070:Butadienes / Q000737:chemistry; D002384:Catalysis; D061565:Cycloaddition Reaction; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D001372:Aza Compounds; D002070:Butadienes; D006575:Heterocyclic Compounds, 3-Ring; D010880:Piperidines