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Dissertations / Theses on the topic 'Asymmetric aziridination'

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Published: 4 June 2021

Last updated: 1 February 2022

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1

Tughan, Garfield Cecil. "Asymmetric aziridination of alkenes." Thesis, University of Leicester, 1987. http://hdl.handle.net/2381/33961.

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The work contained in this thesis is essentially concerned with the development of methods for the asymmetric aziridination of prochiral alkenes using N-nitrenes. The studies carried out are a necessary first step in a strategy directed towards the enantiospecific functionalization of alkenes. The addition of the N-nitrenes derived by oxidation of the chiral 1-amino-2-(l ,2,2-trimethylpropyl) benzimidazole and chiral 3-amino-2-(l,2,2-trimethylpropyl)quinazolin-4 (3H)-one (in the presence of TFA) to prochiral alkenes are found to proceed with moderate to high diastereoselectivities. The asymmet

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2

Wincewicz, Richard Charles. "Towards an organocatalytic asymmetric aziridination of enones." Thesis, Imperial College London, 2009. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.501766.

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3

Wang, Ziyu, та 汪子玉. "Organocatalytic asymmetric synthesis of dihydrodibenzofurans and asymmetric aziridination of α-nitroalkenes". Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2012. http://hdl.handle.net/10722/193388.

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The synthesis of useful chiral skeletons from simple achiral starting materials is always the dream of organic chemists. In the past decades, organocatalysis has been rapidly developed and has become one of the most important methods in asymmetric catalysis. The aim of this thesis is to develop asymmetric methods for the construction of useful chiral skeletons based on organocatalytic chemistry. Many natural products and biologically important compounds contain the hydrogenated dibenzofuran (Figure 1) as a common sub-structure. In the first part of this thesis, the first amine-catalysed asymm

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4

Bordogna, Celine. "New reagents for electrophilic amination and asymmetric aziridination." Thesis, University of East Anglia, 2010. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.522283.

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5

Liu, Renmao. "Asymmetric dihydroxylation and aziridination of allenes and related chemestry /." Diss., CLICK HERE for online access, 2007. http://contentdm.lib.byu.edu/ETD/image/etd1843.pdf.

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6

Liu, Renmao. "Asymmetric Dihydroxylation and Aziridination of Allenes and Related Chemistry." BYU ScholarsArchive, 2007. https://scholarsarchive.byu.edu/etd/899.

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A novel method for asymmetric synthesis of α-hydroxy ketone with excellent regio- and stereoselectivity has been established by the systematic investigation of asymmetric dihydroxylation of allenes. The efficiency of kinetic resolution of racemic allenes was also investigated by using the AD reaction on both 1,3-disubstituted and trisubstituted allenes. Steric effects, electronic effects and allene substitution are also discussed. Aziridines were formed by copper-catalyzed intramolecular nitrene addition to alkenes. The carbamate group was used as the tether between the alkene and the nitrene.

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7

Sunose, Mihiro. "Asymmetric methods for functionalisation of nitrogen heterocycles." Thesis, University of Bristol, 1999. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.297768.

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8

Harm, A. M. "Chiral ligands for asymmetric metal-catalysed additions to alkenes." Thesis, University of Newcastle Upon Tyne, 1996. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.318258.

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9

Jeffs, Laura Ellen. "Heterogeneous asymmetric aziridination of styrene using Cu2+ exchanged zeolite Y." Thesis, Cardiff University, 2009. http://orca.cf.ac.uk/55128/.

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By synthesising S-2-phenyl-Af-(4-nitrophenyl)aziridine from S-phenylglycinol, it has been demonstrated that the aziridination of styrene by N-(4- nitrobenzenesulfonyl)imino phenyliodinane, (nosyliminophenyliodinane, PhlNNs) in the presence of tS',AS'-2,2,-isopropylidene-bis(4-phenyl-2-oxazoline), catalysed by copper(II) triflate in CH3CN solution or heterogeneously by CuHY, has predominantly an /-configuration. The enantioselectivity of the aziridination of styrene by Af-arenesulfonylimino-phenyliodinanes catalysed by copper-exchanged zeolite Y (CuHY), in conjunction with a chiral bis-oxazolin

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10

Lu, Zhenjie. "Studies on the optimization of catalytic asymmetric aziridination reaction tactics and mechanism /." Diss., Connect to online resource - MSU authorized users, 2008.

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11

Ryan, Darragh Joseph. "Heterogeneous asymmetric aziridination of styrene using Cu 2+-exchanged zeolite Y." Thesis, Cardiff University, 2006. http://orca.cf.ac.uk/55704/.

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The synthesis of pure enantiomers using catalytic processes continues to receive considerable research attention. The aziridination of olefins is an important reaction in organic synthesis as the aziridines formed are precursors to pharmaceuticals and agrochemicals. Aziridines can be synthesised by many synthetic routes, the most relevant being the homogeneous catalytic formation of aziridine demonstrated by Evans. A heterogeneous system was further developed, catalysed by copper-exchanged zeolite Y and using bis(oxazoline) as chiral modifier. Ns N0'rN=i-O ' A R O J Me. Me / 88% yield N / 86%

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12

Tao, Jingran. "Asymmetric Nitrene Transfer Reactions with Azides via Co(II)-Based Metalloradical Catalysis (MRC)." Scholar Commons, 2013. http://scholarcommons.usf.edu/etd/4590.

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Asymmetric nitrene transfer reactions via metalloradical catalysis (MRC) with azides has attracted research interest because of its fundamental and practical importance. The resulting nitrogen-containing units are recurrent motifs in biologically important molecules and can serve as versatile precursors in organic synthesis. The [Co(D2-Por*)] have emerged as a new class of catalysts for asymmetric aziridination and C-H amination. These metalloradical catalysts have been shown to be highly effective for the asymmetric intermolecular aziridination of a broad scope of substrates with different cl

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13

Olcay, Elmali. "Asymmetric Syntheses Of Various Novel Chiral Ligands With Norbornene Backbone: The Use Of Chiral Catalyst In Asymmetric Reactions." Phd thesis, METU, 2005. http://etd.lib.metu.edu.tr/upload/2/12606192/index.pdf.

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The synthetic strategy of this study mainly depends upon the asymmetric desymmetrization of meso norbornene type an anhydride. Asymmetric desymmetrization was achieved by using chinchona alkaloids under kinetically controlled conditions. The resultant mono ester carboxylic acid was epimerized to trans configuration. Subsequent esterification followed by lithium aluminum hydride reduction afforded the first chiral diol ligand with 98 % ee. Transformation of diol to corresponding trans diamine was achieved via Mitsunobu-Gabriel combination. The resultant diamine was first transformed into salen

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14

Owen, Mari Elena. "A structural and mechanistic understanding of copper(II)-bis(oxazoline) catalysed asymmetric aziridination : an EPR and ENDOR investigation." Thesis, Cardiff University, 2013. http://orca.cf.ac.uk/57412/.

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X- and Q-band EPR/ENDOR spectroscopy was used to study the structure of a series of heteroleptic and homoleptic copper(II)-bis(oxazoline) complexes, based on the (−)-2,2′-isopropylidenebis[(4S)-4-phenyl-2-oxazoline] (1) ligand and bearing different counterions (chloride versus triflate); labelled [Cu(II)(1a-c)]. The geometry of the two heteroleptic complexes, [Cu(II)(1a)] and [Cu(II)(1c)], was found to depend on the choice of counterion. Formation of the homoleptic complex was only evident when the Cu(II)(OTf)2 salt was used whereas Cu(II)Cl2 inhibited the transformation from heteroleptic to h

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15

Wells, Greggory M. "Synthesis and Biological Activity of N-Acyl Aziridines." Ohio University / OhioLINK, 2016. http://rave.ohiolink.edu/etdc/view?acc_num=ohiou1450458169.

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16

Antilla, Jon C. "Catalytic asymmetric aziridination /." 2000. http://gateway.proquest.com/openurl?url_ver=Z39.88-2004&res_dat=xri:pqdiss&rft_val_fmt=info:ofi/fmt:kev:mtx:dissertation&rft_dat=xri:pqdiss:9978006.

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17

Huang, Meng-Ting, and 黃孟婷. "(Thiolan-2-yl)diphenylmethanol-catalyzed asymmetric aziridination." Thesis, 2013. http://ndltd.ncl.edu.tw/handle/75619698282507889045.

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碩士<br>國立臺灣師範大學<br>化學系<br>102<br>A novel chiral tetrahydrothiophene derivative 2b-2d was obtained from commercially available 5-Bromovalerate through a 5-steps synthetic route. We demonstrated the application of catalytic and asymmetric process for aziridination mediated by sulfur ylides.

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18

Wang, Shang-Hua, and 王上華. "Asymmetric and Catalytic Sulfur-Ylide Mediated Aziridination." Thesis, 2014. http://ndltd.ncl.edu.tw/handle/04668981589111263783.

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碩士<br>國立臺灣師範大學<br>化學系<br>102<br>Novel chiral tetrahydrothiophene derivatives 2b – g were synthesized from commercially available 5-bromovalerate and 4-butylbromobenzene or 3,5-diphenylbromobenzene. We demonstrate the application of these chiral sulfur catalysts in asymmetric aziridination of cinnamyl bromide and imines, and also investigate the promotion of the catalytic process by hydrogen bond catalyst such as ureas and thioureas. Vinyl-aziridines 9e - s were successfully obtained in good to excellent yields with high enantioselectivity and moderate diastereoselectivity.

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