Small rings in the bigger picture: ring expansion of three- and four-membered rings to access larger all-carbon cyclic systems

Bohdan Biletskyi (1) , Pierre Colonna (1) , Kévin Masson (1) , Jean-Luc Parrain (1) , Laurent Commeiras (1) , Gaëlle Chouraqui (1)

1 ISM2 - Institut des Sciences Moléculaires de Marseille

The release of the inherent ring strain of cyclobutane and cyclopropane derivatives allows a rapid build-up of molecular complexity. This review highlights the state-of-the-art of the ring expansions of three- and four-membered cycles and is organised by types of reactions with emphasis on the reaction mechanisms. Selected examples are discussed to illustrate the synthetic potential of this elegant synthetic tool.

Mots clés: ring expansion; cyclopropane; cyclobutane; small rings; all-carbon cycle

Domaines: Chimie organique

Bohdan Biletskyi, Pierre Colonna, Kévin Masson, Jean-Luc Parrain, Laurent Commeiras, et al.. Small rings in the bigger picture: ring expansion of three- and four-membered rings to access larger all-carbon cyclic systems. Chemical Society Reviews, 2021, 50 (13), pp.7513-7538. ⟨10.1039/D0CS01396J⟩. ⟨hal-03278345⟩