E163-03-3 - Forschungsgruppe Stereoselektive und nachhaltige Chemie
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Date (published):
23-Sep-2024
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Event name:
Chemietage 2024
de
Event date:
23-Sep-2024 - 25-Sep-2024
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Event place:
Graz, Austria
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Keywords:
Rearrangement; Asymmetric Synthesis; Claisen-Cope
en
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.