The possibility to form new C–B bonds with aziridines using diboron derivatives continues to be a particularly challenging field in view of the direct preparation of functionalized β-aminoboronates, which are important compounds in drug discovery, being a bioisostere of β-aminoacids. We now report experimental and computational data that allows the individuation of the structural requisites and of reaction conditions necessary to open alkyl aziridines using bis(pinacolate)diboron (B2pin2) in a regioselective nucleophilic addition reaction under copper catalysis.

Copper-Catalyzed Ring-Opening Reactions of Alkyl Aziridines with B2pin2: Experimental and Computational Studies

Favero, Lucilla
Primo
;
Comparini, Lucrezia Margherita;Di Bussolo, Valeria;Di Pietro, Sebastiano
Penultimo
;
Pineschi, Mauro
Ultimo
2021-01-01

Abstract

The possibility to form new C–B bonds with aziridines using diboron derivatives continues to be a particularly challenging field in view of the direct preparation of functionalized β-aminoboronates, which are important compounds in drug discovery, being a bioisostere of β-aminoacids. We now report experimental and computational data that allows the individuation of the structural requisites and of reaction conditions necessary to open alkyl aziridines using bis(pinacolate)diboron (B2pin2) in a regioselective nucleophilic addition reaction under copper catalysis.
2021
Favero, Lucilla; Menichetti, Andrea; Boldrini, Cosimo; Comparini, Lucrezia Margherita; Di Bussolo, Valeria; Di Pietro, Sebastiano; Pineschi, Mauro...espandi
File in questo prodotto:
File Dimensione Formato  
2021 - Boro Aziridine Molecules.pdf

accesso aperto

Descrizione: Final Version
Tipologia: Versione finale editoriale
Licenza: Creative commons
Dimensione 5.86 MB
Formato Adobe PDF
5.86 MB Adobe PDF Visualizza/Apri

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/11568/1112784
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 2
  • ???jsp.display-item.citation.isi??? 2
social impact