title: α-Regioselective Asymmetric [3 + 2] Annulations of Morita-Baylis-Hillman Carbonates with Cyclic 1-Azadienes and Mechanism Elucidation.
abstract: An α-regio-, diastereo-, and enantioselective [3 + 2] annulation reaction of Morita-Baylis-Hillman carbonates of isatins and activated alkenes with a bulky electron-withdrawing 1,2-benzoisothiazole 1,1-dioxide or 1,2,3-benzoxathiazine 2,2-dioxide motif is reported, furnishing an array of spirooxindoles (>19:1 dr, up to >99% ee) catalyzed by cinchona-derived tertiary amines. Density functional theory calculation studies have been conducted to elucidate the originality of the α-regioselective annulations.
authors: Key Laboratory of Drug-Targeting and Drug Delivery System of the Ministry of Education, West China School of Pharmacy, Sichuan University , Chengdu 610041, China.|Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences , Chengdu 610041, China.
authors: Kai-Kai
authors: KK
authors: Wang
authors: Key Laboratory of Drug-Targeting and Drug Delivery System of the Ministry of Education, West China School of Pharmacy, Sichuan University , Chengdu 610041, China.
authors: Tian
authors: T
authors: Jin
authors: Key Laboratory of Drug-Targeting and Drug Delivery System of the Ministry of Education, West China School of Pharmacy, Sichuan University , Chengdu 610041, China.
authors: Xin
authors: X
authors: Huang
authors: College of Pharmacy, Third Military Medical University , Shapingba, Chongqing 400038, China.
authors: Qin
authors: Q
authors: Ouyang
authors: Key Laboratory of Drug-Targeting and Drug Delivery System of the Ministry of Education, West China School of Pharmacy, Sichuan University , Chengdu 610041, China.
authors: Wei
authors: W
authors: Du
authors: Key Laboratory of Drug-Targeting and Drug Delivery System of the Ministry of Education, West China School of Pharmacy, Sichuan University , Chengdu 610041, China.|College of Pharmacy, Third Military Medical University , Shapingba, Chongqing 400038, China.
authors: Ying-Chun
authors: YC
authors: Chen