title: Diastereo- and enantioselective [3 + 2] cycloaddition reaction of Morita-Baylis-Hillman carbonates of isatins with N-phenylmaleimide catalyzed by Me-DuPhos.
abstract: A Me-DuPhos-catalyzed efficient asymmetric [3 + 2] cycloaddition reaction between Morita-Baylis-Hillman carbonates of isatins and N-phenylmaleimide has been developed. This reaction constructs three chiral centers in one step to afford spirocyclopentaneoxindoles in good yields (up to 84%) with excellent diastereo- and enantioselectivies (up to 99% ee).
authors.affiliation: Beijing National Laboratory for Molecular Sciences (BNLMS), Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Wang
authors.forename: Li
authors.initials: L
authors.lastname: Liu
authors.forename: Tao
authors.initials: T
authors.lastname: Zhang
authors.forename: Neng-Jun
authors.initials: NJ
authors.lastname: Zhong
authors.forename: Dong
authors.initials: D
authors.lastname: Wang
authors.forename: Yong-Jun
authors.initials: YJ
authors.lastname: Chen
mesh_terms: D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007510:Isatin / Q000138:chemical synthesis* / Q000737:chemistry*; D008301:Maleimides / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D002254:Carbonates; D008301:Maleimides; D010720:Phosphines; D007510:Isatin; C028525:N-phenylmaleimide