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.

Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles

Rancan M;
2020

Abstract

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.
2020
Istituto di Chimica della Materia Condensata e di Tecnologie per l'Energia - ICMATE
BAYLIS-HILLMAN CARBONATES
ENANTIOSELECTIVE ALLYLATION
ALKYLATION
File in questo prodotto:
File Dimensione Formato  
prod_441624-doc_158494.pdf

solo utenti autorizzati

Descrizione: Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles
Tipologia: Versione Editoriale (PDF)
Dimensione 2.45 MB
Formato Adobe PDF
2.45 MB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/418565
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 26
  • ???jsp.display-item.citation.isi??? 29
social impact