title: Asymmetric dearomatic Diels-Alder reactions of diverse heteroarenes via π-system activation.
abstract: An asymmetric dearomatic Diels-Alder protocol for various heteroarenes, such as benzofuran, benzothiophene, or even furan, has been developed via π-system activation. This method involves in situ generation of formal trienamine species embedding a heteroaromatic moiety, and an array of chiral fused frameworks with high molecular complexity and skeletal diversity were efficiently constructed in good to excellent stereoselectivity by the catalysis of a cinchona-based primary amine.
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 610041, China.
authors.forename: You-Cai
authors.initials: YC
authors.lastname: Xiao
authors.forename: Cai-Zhen
authors.initials: CZ
authors.lastname: Yue
authors.forename: Peng-Qiao
authors.initials: PQ
authors.lastname: Chen
authors.forename: Ying-Chun
authors.initials: YC
authors.lastname: Chen
mesh_terms: D000588:Amines / Q000737:chemistry; D001572:Benzofurans / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D005663:Furans / Q000737:chemistry*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013876:Thiophenes / Q000737:chemistry*
chemical_list: D000588:Amines; D001572:Benzofurans; D005663:Furans; D006576:Heterocyclic Compounds, 4 or More Rings; D013876:Thiophenes; C088015:benzothiophene