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Investigating the asymmetric Claisen-Cope rearrangement

Year: 2024

Type: article

Abstract: The Claisen rearrangement of allylic aryl ethers typically results in the formation of ortho-allylated phenols. However, if the ortho positions are substituted, a Cope-rearrangement occurs to the para position, concluding the Claisen-Cope reaction. These [3,3]-sigmatropic rearrangements feature a transition state comprising a cyclic array of continuously bonded atoms, which enables high predictability in terms of connectivity and configuration. The aforementioned ability for stereocontrol has led to the development of a limited number of methods for the ortho Claisen rearrangement in recent years. In contrast, the asymmetric para Claisen-Cope rearrangement has been largely overlooked until now.

Source: reposiTUm (TU Wien)

DOI: 10.34726/8421

Authors: Breinsperger, Johanna, Kaiser, Maximilian, Gärtner, Peter

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

OpenAlex ID: W6890079822

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