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An efficient method for retro-Claisen-type C–C bond cleavage of diketones with tropylium catalyst

Titelangaben

Hussein, M. A. ; Huynh, V. T. ; Hommelsheim, R. ; Koenigs, Rene M. ; Nguyen, T. V.:
An efficient method for retro-Claisen-type C–C bond cleavage of diketones with tropylium catalyst.
In: Chemical Communications. Bd. 54 (2018) . - S. 12970-12973.
ISSN 1364-548X
DOI: https://doi.org/10.1039/C8CC07329E

Abstract

The retro-Claisen reaction is frequently used in organic synthesis to access ester derivatives from 1,3-dicarbonyl precursors. The C–C bond cleavage in this reaction is usually promoted by a number of transition-metal Lewis acid catalysts or organic Brønsted acids/bases. Herein we report a new convenient and efficient method utilizing the tropylium ion as a mild and environmentally friendly organocatalyst to mediate retro-Claisen-type reactions. Using this method, a range of synthetically valuable substances can be accessed via solvolysis of 1,3-dicarbonyl compounds.

Weitere Angaben

Publikationsform: Artikel in einer Zeitschrift
Begutachteter Beitrag: Ja
Institutionen der Universität: Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie
Titel an der UBT entstanden: Nein
Themengebiete aus DDC: 500 Naturwissenschaften und Mathematik > 540 Chemie
Eingestellt am: 02 Apr 2025 13:00
Letzte Änderung: 02 Apr 2025 13:00
URI: https://eref.uni-bayreuth.de/id/eprint/93180