Synthesis of Bridged and Non-Bridged N-Heterocycles, Dichloromethyl- and Formyl-Salicylates, Pyran-4-ones,Chromanes and Isochromanes based on Cyclocondensation Reactions of 1,3-Bis(silyloxy)-1,3-butadienes and Oxime Dianions

Vahuni Karapetyan

doi:10.18453/rosdok_id00000623

Vahuni Karapetyan

Synthesis of Bridged and Non-Bridged N-Heterocycles, Dichloromethyl- and Formyl-Salicylates, Pyran-4-ones,Chromanes and Isochromanes based on Cyclocondensation Reactions of 1,3-Bis(silyloxy)-1,3-butadienes and Oxime Dianions

Universität Rostock, 2009

https://doi.org/10.18453/rosdok_id00000623

Abstract: Regioselective cyclization reactions of 1,3-bis(silyloxy)-1,3-butadienes provide an elegant approach for the synthesis of various complex carba- and heterocycles. Thus, various bridged and non-bridged N-heterocycles, functionalized salicylates and pyran-4-ones are prepared based on cyclization reactions of 1,3-bis(silylenol ethers). Isochromanes and chromanes are prepared based on chelation-controlled cyclization of 1,3-bis(silylenol ethers) with 1,1-diacylcyclopropanes. In addition, 6-halomethyl-5,6-dihydro-4H-1,2-oxazines are synthesized by regioselective cyclization of arylalkenyl-oximes.

doctoral thesis free access

title:

Synthesis of Bridged and Non-Bridged N-Heterocycles, Dichloromethyl- and Formyl-Salicylates, Pyran-4-ones,Chromanes and Isochromanes based on Cyclocondensation Reactions of 1,3-Bis(silyloxy)-1,3-butadienes and Oxime Dianions

contributing persons:

Vahuni Karapetyan[VerfasserIn]
	140505830
Peter Langer , Prof. Dr.[AkademischeR BetreuerIn]
Orazio A. Attanasi , Prof. Dr.[AkademischeR BetreuerIn]

contributing corporate bodies:

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

abstract:

Regioselective cyclization reactions of 1,3-bis(silyloxy)-1,3-butadienes provide an elegant approach for the synthesis of various complex carba- and heterocycles. Thus, various bridged and non-bridged N-heterocycles, functionalized salicylates and pyran-4-ones are prepared based on cyclization reactions of 1,3-bis(silylenol ethers). Isochromanes and chromanes are prepared based on chelation-controlled cyclization of 1,3-bis(silylenol ethers) with 1,1-diacylcyclopropanes. In addition, 6-halomethyl-5,6-dihydro-4H-1,2-oxazines are synthesized by regioselective cyclization of arylalkenyl-oximes. [English]

document type:

doctoral thesis

institution:

Faculty of Mathematics and Natural Sciences

language:

English

subject class (DDC):

540 Chemistry & allied sciences

publication /
production:

Rostock: Universität Rostock

2009

identifiers: