title: An ylide transformation of rhodium(I) carbene: enantioselective three-component reaction through trapping of rhodium(I)-associated ammonium ylides by β-nitroacrylates.
abstract: The chiral Rh(I)-diene-catalyzed asymmetric three-component reaction of aryldiazoacetates, aromatic amines, and β-nitroacrylates was achieved to obtain γ-nitro-α-amino-succinates in good yields and with high diastereo- and enantioselectivity. This reaction is proposed to proceed through the enantioselective trapping of Rh(I)-associated ammonium ylides by nitroacrylates. This new transformation represents the first example of Rh(I)-carbene-induced ylide transformation.
authors.affiliation: Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, Department of Chemistry, East China Normal University, Shanghai, 200062 (China).
authors.forename: Xiaochu
authors.initials: X
authors.lastname: Ma
authors.forename: Jun
authors.initials: J
authors.lastname: Jiang
authors.forename: Siying
authors.initials: S
authors.lastname: Lv
authors.forename: Wenfeng
authors.initials: W
authors.lastname: Yao
authors.forename: Yang
authors.initials: Y
authors.lastname: Yang
authors.forename: Shunying
authors.initials: S
authors.lastname: Liu
authors.forename: Fei
authors.initials: F
authors.lastname: Xia
authors.forename: Wenhao
authors.initials: W
authors.lastname: Hu
mesh_terms: D000179:Acrylates / Q000737:chemistry*; D064751:Ammonium Compounds / Q000737:chemistry*; D002384:Catalysis; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000179:Acrylates; D064751:Ammonium Compounds; C030011:carbene; D012238:Rhodium; D008697:Methane
keywords: ammonium ylide; carbenes; multicomponent reactions; rhodium; β-nitroacrylates