The catalytic enantioselective reduction of β,β-disubstituted nitroalkenes was performed in deep eutectic solvents, avoiding the use of volatile organic compounds (VOCs) as reaction medium. The desired enantioenriched nitroalkanes were obtained in high yields and high enantiomeric excesses, up to 90%, by a metal-free, hydrogen bond-mediated catalytic methodology, with a convenient experimental protocol that could be successfully applied to a gram-scale reaction.

Hydrogen bond-mediated organocatalytic enantioselective reduction of nitroalkenes in deep eutectic solvents / C. Faverio, M.F. Boselli, T. Ruggiero, L. Raimondi, M. Benaglia. - In: TETRAHEDRON CHEM. - ISSN 2666-951X. - 6:(2023 Jun), pp. 1-4. [10.1016/j.tchem.2023.100038]

Hydrogen bond-mediated organocatalytic enantioselective reduction of nitroalkenes in deep eutectic solvents

C. Faverio
Primo
;
M.F. Boselli
Secondo
;
L. Raimondi
Penultimo
;
M. Benaglia
Ultimo
2023

Abstract

The catalytic enantioselective reduction of β,β-disubstituted nitroalkenes was performed in deep eutectic solvents, avoiding the use of volatile organic compounds (VOCs) as reaction medium. The desired enantioenriched nitroalkanes were obtained in high yields and high enantiomeric excesses, up to 90%, by a metal-free, hydrogen bond-mediated catalytic methodology, with a convenient experimental protocol that could be successfully applied to a gram-scale reaction.
Deep eutectic solvents; Organocatalysis; Enantioselective reduction; Chiral nitro alkanes; Hydrogen bond-mediated reactions;
Settore CHIM/06 - Chimica Organica
   Unlocking Sustainable Technologies Through Nature-Inspired Solvents (NATUREChem)
   NATUREChem
   MINISTERO DELL'ISTRUZIONE E DEL MERITO
   2017A5HXFC_001

   Piano di Sostegno alla Ricerca 2015-2017 - Linea 2 "Dotazione annuale per attività istituzionali" (anno 2021)
   UNIVERSITA' DEGLI STUDI DI MILANO
giu-2023
Article (author)
File in questo prodotto:
File Dimensione Formato  
Tetrahedron Chem 2023 en red in DES.pdf

accesso aperto

Tipologia: Publisher's version/PDF
Dimensione 447.56 kB
Formato Adobe PDF
447.56 kB Adobe PDF Visualizza/Apri
Pubblicazioni consigliate

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/2434/969957
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 4
  • ???jsp.display-item.citation.isi??? ND
social impact