Bis-silyl-enol ethers as convenient building blocks for the design and synthesis of Salicylates, Pyrones, Cyclohexenones, Pyridones and Benzophenones

Alina Bunescu

doi:10.18453/rosdok_id00000914

Alina Bunescu

Bis-silyl-enol ethers as convenient building blocks for the design and synthesis of Salicylates, Pyrones, Cyclohexenones, Pyridones and Benzophenones

Universität Rostock, 2011

https://doi.org/10.18453/rosdok_id00000914

Abstract: The present thesis describes the synthetic potential of 1,3-bis-silyl-enol ethers. They undergo regioselective cyclocondensation reactions with simple substrates providing various complex carba- and heterocycles. A new type of formal [3+3]-cyclization reaction with 2,4,6-tris(trifluoromethyl)-1,3,5-triazine is described. The mechanism was studied by the isolation of an unusual bicyclic intermediate. New and promising candidates for UV-A/B filters have been synthesized and analyzed.

doctoral thesis free access

title:

Bis-silyl-enol ethers as convenient building blocks for the design and synthesis of Salicylates, Pyrones, Cyclohexenones, Pyridones and Benzophenones

contributing persons:

Alina Bunescu[VerfasserIn]
	1016859198
Peter Langer , Prof. Dr.[AkademischeR BetreuerIn]
Bernd Schmidt , Prof. Dr.[AkademischeR BetreuerIn]

contributing corporate bodies:

Universität Rostock, Mathematisch-Naturwissenschaftliche Fakultät[Grad-verleihende Institution]
	2147083-2

abstract:

The present thesis describes the synthetic potential of 1,3-bis-silyl-enol ethers. They undergo regioselective cyclocondensation reactions with simple substrates providing various complex carba- and heterocycles. A new type of formal [3+3]-cyclization reaction with 2,4,6-tris(trifluoromethyl)-1,3,5-triazine is described. The mechanism was studied by the isolation of an unusual bicyclic intermediate. New and promising candidates for UV-A/B filters have been synthesized and analyzed. [English]

Die vorliegende Arbeit beschreibt das synthetische Potential von 1,3-Bis-silyl-enolethern. Sie durchlaufen regioselektive Cyclokondensationsreaktionen mit einfachen Substraten, um verschiedene komplexere Carbo- und Heterocyclen zu liefern. Ein neuer Typ von formalen [3+3]-Cyclisierungen mit 2,4,6-Tris(trifluormethyl)-1,3,5-triazin ist beschrieben worden. Der Mechanismus wurde durch die Isolierung eines ungewöhnlichen bicyclischen Zwischenprodukts untersucht. Neue und vielversprechende Kandidaten für UV-A/B Filter wurden synthetisiert und analysiert. [German]

document type:

doctoral thesis

institution:

Faculty for Mathematics and Natural Science

language:

English

subject class (DDC):

540 Chemistry & allied sciences

publication /
production:

Rostock: Universität Rostock

2011

identifiers: