E163-03-3 - Forschungsgruppe Stereoselektive und nachhaltige Chemie
-
Datum (veröffentlicht):
23-Sep-2024
-
Veranstaltungsname:
Chemietage 2024
de
Veranstaltungszeitraum:
23-Sep-2024 - 25-Sep-2024
-
Veranstaltungsort:
Graz, Österreich
-
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.