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Enantioselective Organocatalytic Syntheses and Ring‐Expansions of Cyclobutane Derivatives

Abstract : The progress in enantioselective organocatalysis have enabled efficient and highly stereoselective syntheses of cyclobutane derivatives, through (2 + 2) annulation reactions, overcoming the geometrical constraints inherent to these small cyclic molecules. More importantly, and taking advantage of their strain-releasing fragmentation, some cyclobutane derivatives, especially cyclobutanones and cyclobutenones, can now be regarded as versatile four-carbon atoms units amenable to the enantioselective construction of larger rings by (4 + n) annulation reactions to produce, five-, six-, seven-and eightmembered cyclic products. These recent developments concerning the enantioselective synthetic chemistry of cyclobutane derivatives under organocatalytic conditions are reviewed herein.
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https://hal.archives-ouvertes.fr/hal-03370300
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Submitted on : Thursday, October 7, 2021 - 10:14:41 PM
Last modification on : Sunday, June 26, 2022 - 3:15:32 AM

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Manuel Barday, Pierre Bouillac, Yoann Coquerel, Muriel Amatore, Thierry Constantieux, et al.. Enantioselective Organocatalytic Syntheses and Ring‐Expansions of Cyclobutane Derivatives. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2021, 2021 (21), pp.3023-3034. ⟨10.1002/ejoc.202100405⟩. ⟨hal-03370300⟩

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