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

Title data

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. Vol. 54 (2018) . - pp. 12970-12973.
ISSN 1364-548X
DOI: https://doi.org/10.1039/C8CC07329E

Abstract in another language

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.

Further data

Item Type: Article in a journal
Refereed: Yes
Institutions of the University: Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Faculties
Faculties > Faculty of Biology, Chemistry and Earth Sciences
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry II - Bioorganic Chemistry > Chair Organic Chemistry II - Bioorganic Chemistry - Univ.-Prof. Dr. René M. Koenigs
Result of work at the UBT: No
DDC Subjects: 500 Science > 540 Chemistry
Date Deposited: 02 Apr 2025 13:00
Last Modified: 14 May 2025 07:54
URI: https://eref.uni-bayreuth.de/id/eprint/93180