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Chapitre D'ouvrage Année : 2024

Corey-Chaykovsky Reaction and Related Processes

Résumé

Since the initial reports in the 1960s, the so-called Corey-Chaykovsky reaction, making use of sulfonium- or sulfoxonium ylides, has become an essential synthetic strategy in the chemist’s toolbox, with an emphasis in the epoxidation or aziridination of C=X derivatives (X = O, N). This review covers the recent literature from 2013 up to mid-2023. For instance, it was highlighted that the original methylene transfer process was sucessfully extended from benzylic and allylic groups to more elaborated functionalized pendants. In some cases, the resulting three-membered rings were exploited in in situ ring opening sequences or rearrangements. On the other hand, the initially developled (2+1) annulation, was successfully applied to (3+2) and (n+1) annulations (n = 3-6) towards the constructions of larger ring systems, in parallel to interrupted sequences. Eventually, the more recent achievements in asymmetric synthesis has been considered.

Domaines

Chimie
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Dates et versions

hal-04648156 , version 1 (15-07-2024)

Identifiants

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Jean-François Brière, Stéphane Perrio, Vincent Reboul. Corey-Chaykovsky Reaction and Related Processes. Comprehensive organic synthesis, 3rd edition, Elsevier, 2024, ⟨10.1016/B978-0-323-96025-0.00039-9⟩. ⟨hal-04648156⟩
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