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Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles.
Paria, Suva; Carletti, Edoardo; Marcon, Michela; Cherubini-Celli, Alessio; Mazzanti, Andrea; Rancan, Marzio; Dell'Amico, Luca; Bonchio, Marcella; Companyó, Xavier.
Affiliation
  • Paria S; Department of Chemical Sciences, University of Padova, via Marzolo 1, 35131 Padova, Italy.
  • Carletti E; Department of Chemical Sciences, University of Padova, via Marzolo 1, 35131 Padova, Italy.
  • Marcon M; Department of Chemical Sciences, University of Padova, via Marzolo 1, 35131 Padova, Italy.
  • Cherubini-Celli A; Department of Chemical Sciences, University of Padova, via Marzolo 1, 35131 Padova, Italy.
  • Mazzanti A; Department of Industrial Chemistry "Toso Montanari", University of Bologna, viale del Risorgimento 4, 40136 Bologna, Italy.
  • Rancan M; ICMATE-CNR, Department of Chemical Sciences, University of Padova, via Marzolo 1, 35131 Padova, Italy.
  • Dell'Amico L; Department of Chemical Sciences, University of Padova, via Marzolo 1, 35131 Padova, Italy.
  • Bonchio M; Department of Chemical Sciences, University of Padova, via Marzolo 1, 35131 Padova, Italy.
  • Companyó X; Department of Chemical Sciences, University of Padova, via Marzolo 1, 35131 Padova, Italy.
J Org Chem ; 85(6): 4463-4474, 2020 03 20.
Article in En | MEDLINE | ID: mdl-32081000
Herein is reported the asymmetric allylic benzylation of Morita-Baylis-Hillman (MBH) carbonates with 2-methylbenzophenone (MBP) derivatives as nonstabilized photogenerated C-nucleophiles. The dual activation of both reaction partners, chiral Lewis-base activation of the electrophile and light activation of the nucleophile, enables the stereoselective installation of benzyl groups at the allylic position to forge tertiary and quaternary carbon centers.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2020 Document type: Article Affiliation country: Italy Country of publication: United States
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2020 Document type: Article Affiliation country: Italy Country of publication: United States