1,4-Dienes, also known as skipped dienes, are widely diffused in natural products and serve as valuable synthetic intermediates. However, their synthesis continues to pose a substantial challenge. In recent years, there has been a notable development in the field, with the emergence of highly stereoselective methodologies for the construction of the 1,4-diene moiety. This review discusses the latest advances in the synthesis of skipped dienes, with a particular emphasis on the catalytic system and reaction mechanism. Metal-mediated (Ru, Co, Rh, Ir, Ni, Pd, Cu, Au, Ca, Ti, Cr, Yb), metal-free and organocatalyzed transformations as well as synergistic/dual and metallaphotoredox-catalysed reactions, published in the last five years, are reported.

Synthetic methodologies to access skipped dienes: a focus on the catalytic systems

Polyssena Renzi
;
Alberto Lanfranco;Marco Rusconi;Jacopo Scarfiello;Annamaria Deagostino
2025-01-01

Abstract

1,4-Dienes, also known as skipped dienes, are widely diffused in natural products and serve as valuable synthetic intermediates. However, their synthesis continues to pose a substantial challenge. In recent years, there has been a notable development in the field, with the emergence of highly stereoselective methodologies for the construction of the 1,4-diene moiety. This review discusses the latest advances in the synthesis of skipped dienes, with a particular emphasis on the catalytic system and reaction mechanism. Metal-mediated (Ru, Co, Rh, Ir, Ni, Pd, Cu, Au, Ca, Ti, Cr, Yb), metal-free and organocatalyzed transformations as well as synergistic/dual and metallaphotoredox-catalysed reactions, published in the last five years, are reported.
2025
23
6052
6099
https://pubs.rsc.org/en/content/articlelanding/2025/ob/d5ob00646e
skypped dienes, metal catalysis, metal free, metallaphotoredox, catalyst
Polyssena Renzi, Alberto Lanfranco, Lucia Pazderová, Marco Rusconi, Jacopo Scarfiello, Annamaria Deagostino
File in questo prodotto:
File Dimensione Formato  
Org. Biomol. Chem., 2025, 23, 6052_reduced.pdf

Accesso riservato

Descrizione: pdf editoriale
Tipo di file: PDF EDITORIALE
Dimensione 3.97 MB
Formato Adobe PDF
3.97 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/2318/2082715
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 1
  • ???jsp.display-item.citation.isi??? 3
social impact