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Studium of 1,6-pinakol rearrangement
Vlčková, Gabriela ; Kotora, Martin (advisor) ; Kamlar, Martin (referee)
This bachelor work focuses on a study of 1,6-pinacol rearrangement in substances possessing the 1,4-phenylendimethanol moiety. The pinacol rearrangement was studied under various reaction conditions in the presence of different Brønsted and Lewis acids. The project consists of preparation of suitable starting material and a study of different reaction conditions. The goal is for one thing to assess the scope of the reaction with respect to the structure of the starting material (specifically indenofluorene-5,8-diols) and for another to exploit its synthetic application. Key words: 1,4-fenylennedimethanol, indenofluorendiol, rearrangement, Brønsted acids, Lewis acids
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Preparation of myo-inositol derivatives
Kurčina, Adam ; Kamlar, Martin (advisor) ; Baszczyňski, Ondřej (referee)
Phosphoinositides are naturally occurring molecules with vast range of biological activity important for cell life and survival. The exact role and mechanism of phosphatidylinositol 4,5-bisphosphate's actions are not yet elucidated. This bachelor's thesis is dedicated to the synthesis of selectively protected myo-inositol derivative suitable as precursor for synthesis of phosphatidylinositol 4,5-bisphosphate derivatives. Key words: Inositol, protective groups, regioisomers
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Organocatalytic asymmetric synthesis of various organic compounds from α,β-unsaturated aledyhes
Kamlar, Martin ; Veselý, Jan (advisor) ; Trnka, Tomáš (referee)
With regard to a fast development in the field of fluoroorganic chemisty, the intention of this diploma thesis is focused to utilize of organocatalysis by secondary amines as catalysts for preparation enantiomerically pure compounds containing fluorine atom in its structure. The preparation of these subsances is realized by way of nucleofilic addition to α,β- unsaturated aldehydes using suitable fluorine containing nuclephilic agent 1-(fluoronitromethylsulphonyl)benzene, to get appropriate 1,4-adduct.
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Synthesis and study of properties of anchors with multiple positive permanent charges and allyl group
Kozel, Ondřej ; Jindřich, Jindřich (advisor) ; Kamlar, Martin (referee)
Solid surface modification is a widely researched topic where there is mostly used covalent bonding. Such modifications are advantageous due to the strength of the newly formed bond but are inconvenient for their financial and material expensiveness. There were also investigated the possibilities of ionic modifications, which are using electrostatic interactions, but which are not widely used-the reason being the weak ionic bond which leads to washing out of the modifier by polar solvents. Nevertheless, new substances were designed which should be more resistant against this issue due to their structure. These substances, containing the propargyl group, were tested in solid surfaces modification. This bachelor work demonstrates the usability of procedures designed for the preparation of such substances with the allylic group. Keywords: permanent positive charges; click reaction; electrostatic binding; ionic modification; quaternary ammonium salts; solid surface modification
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Use of hypervalent ionide compounds and MBH carbonates in organocatalysis
Kamlar, Martin ; Veselý, Jan (advisor) ; Pour, Milan (referee) ; Beier, Petr (referee)
Beside transition-metal and enzymatic catalysis plays organocatalysis an important role in asymmetric organic sythesis. In the field of organocatalysis are amines group of compounds commonly used as organocatalysts. This thesis deals with the use of hypervalent iodine compounds in combination with amine catalysis and also with the use of Morita-Baylis-Hillman carbonates in organocatalytic allylic substitution reactions. In the first part an organocatalytic enantioselective α-selenylation reaction of saturated aldehydes using diphenyldiselenide and iodobenzene diacetate is described. Reaction is catalysed by commercially available first generation MacMillan catalyst. The products of the reaction were obtained in yields of 51-70 % and enantiomeric excess 95-99 %. Designed methodology was extended on the derivatives of β-ketoesters by catalysis of tertiary amines and quaternary ammonium salts. Apart from selenylation reactions we have also dealt with the possibility of formation C-C bond using hypervalent iodine compouds. Particularly, we focused on electrophillic alkynylation reactions of appropriate nucleophiles using acetylene-bearing hypervalent iodine compounds. Fluorinated sulfone derivatives and enolizable heterocycles such as pyrazolone derivatives, rhodanines, oxindoles and azlactones were...
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Organocatalytic asymmetric synthesis of various organic compounds from α,β-unsaturated aledyhes
Kamlar, Martin ; Trnka, Tomáš (referee) ; Veselý, Jan (advisor)
With regard to a fast development in the field of fluoroorganic chemisty, the intention of this diploma thesis is focused to utilize of organocatalysis by secondary amines as catalysts for preparation enantiomerically pure compounds containing fluorine atom in its structure. The preparation of these subsances is realized by way of nucleofilic addition to α,β- unsaturated aldehydes using suitable fluorine containing nuclephilic agent 1-(fluoronitromethylsulphonyl)benzene, to get appropriate 1,4-adduct.
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