In the last decades, one of the most important goals in synthetic chemistry consists in having both a low envi- ronmentally impact process and a more economic one. Based on this consideration, the one-pot reaction rep- resents a valid alternative to realize this challenge, thanks to its decreasing of energy and time consumption, avoiding a lengthy separation process for purification of the chemical intermediates. The here proposed one-pot reaction consists in a first step involving an asymmetric conjugate addition of aryl boronic acids to 3-azaarylpro- penones containing pyridine core followed by an asymmetric transfer hydrogenation of the aryl ketone in the case of biaryl moieties and by an asymmetric biocatalytic reduction in the case of alkyl derivatives. Studying the kinetic of the first reaction, the second catalytic step can be successfully carried out with good results in terms of conversion and stereoselectivity with both the approaches

Double approaches for obtaining an asymmetric one-pot addition/reduction reaction / R. Gandolfi, G. Coffetti, G. Facchetti, I.S. Rimoldi. - In: MOLECULAR CATALYSIS. - ISSN 2468-8231. - 532:(2022 Nov), pp. 112716.1-112716.4. [10.1016/j.mcat.2022.112716]

Double approaches for obtaining an asymmetric one-pot addition/reduction reaction

R. Gandolfi
Primo
;
G. Coffetti
Secondo
;
G. Facchetti
;
I.S. Rimoldi
2022

Abstract

In the last decades, one of the most important goals in synthetic chemistry consists in having both a low envi- ronmentally impact process and a more economic one. Based on this consideration, the one-pot reaction rep- resents a valid alternative to realize this challenge, thanks to its decreasing of energy and time consumption, avoiding a lengthy separation process for purification of the chemical intermediates. The here proposed one-pot reaction consists in a first step involving an asymmetric conjugate addition of aryl boronic acids to 3-azaarylpro- penones containing pyridine core followed by an asymmetric transfer hydrogenation of the aryl ketone in the case of biaryl moieties and by an asymmetric biocatalytic reduction in the case of alkyl derivatives. Studying the kinetic of the first reaction, the second catalytic step can be successfully carried out with good results in terms of conversion and stereoselectivity with both the approaches
Aryl boronic addition reaction; Azaarenes; Asymmetric transfer hydrogenation; Biocatalysis; Yeasts;
Settore CHIM/03 - Chimica Generale e Inorganica
Settore CHIM/11 - Chimica e Biotecnologia delle Fermentazioni
nov-2022
27-set-2022
Article (author)
File in questo prodotto:
File Dimensione Formato  
1-s2.0-S2468823122006022-main.pdf

accesso riservato

Tipologia: Publisher's version/PDF
Dimensione 549.35 kB
Formato Adobe PDF
549.35 kB Adobe PDF   Visualizza/Apri   Richiedi una copia
Double+approaches+for+obtaining+an+asymmetric+one.pdf

embargo fino al 05/11/2024

Tipologia: Post-print, accepted manuscript ecc. (versione accettata dall'editore)
Dimensione 297.66 kB
Formato Adobe PDF
297.66 kB Adobe PDF   Visualizza/Apri   Richiedi una copia
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/2434/939639
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 2
  • ???jsp.display-item.citation.isi??? 2
social impact