Browsing Theses and Dissertations (MU) by Thesis Advisor "Harmata, Michael, 1959-"
Now showing items 1-16 of 16
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1,5-hydride shift of alkenyl sulfoximine/[4+3] cycloaddition and ring opening/novel hydrazine synthesis from Tröger's base analogues
(University of Missouri--Columbia, 2012)Three synthetic methodologies are studied in details in this dissertation. For 1,5-hydride shift of alkenyl sulfoximine methodology, the reaction mechanism was studied using deuterium labeling. An uncommon 6-endo-trig ... -
2,1-Benzothiazines : preparation and reactivity
(University of Missouri--Columbia, 2010)The synthesis of chiral ligands to tune the reactivity and stereoselectivity of many catalytic asymmetric reactions has been given considerable attention in synthetic organic chemistry over the past decade. This report ... -
[2,3]-Sigmatropic rearrangement of propargylic sulfinates ; Regiodivergent synthesis of 1- and 2 arylsulfonyl 1,3-dienes, and III. Synthesis of Troger's base-derived ligands
(University of Missouri--Columbia, 2014)[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT AUTHOR'S REQUEST.] The [2,3]-sigmatropic rearrangement of propargylic sulfinates to allenic sulfones was studied under both silver and copper catalysis. Metal salts having ... -
Deantiaromatization as a driving force in an electrocyclization of cyclopentadienone and the total synthesis of 1-epi-esco-pseudopteroxazole
(University of Missouri--Columbia, 2007)Deantiaromatization has been successfully demonstrated as a driving force in an electrocyclization of cyclopentadienones. The reaction was found to be general for a number of substrates and provides a unique way to access ... -
Diels-alder reactions of a cyclopentadienone derivative
(University of Missouri--Columbia, 2007)An ester derivative of cyclopentadienone, a very reactive species, was generated from methyl-2-bromo-3-oxocyclopent-1-enecarboxylate (96) which dimerized instantaneously and decarbonylated to generate an indanone (97). ... -
Formal total synthesis of pseudopteroxale : progress toward total synthesis of hamigeran B
(University of Missouri--Columbia, 2011)In the first chapter, a formal total synthesis of pseudopteroxazole is presented, highlightening an E-selective Horner-Emmons reaction, a Buchwald-Hartwig coupling, and a diastereoselective intramolecular Michael addition. ... -
Gold-catalyzed generation of vinylthionium ions and the development of an organocatalytic, asymmetric (4+3)-cycloaddition reaction
(University of Missouri--Columbia, 2017)[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT REQUEST OF AUTHOR.] An allylic benzoate ester was prepared and used as a progenitor of vinylthionium ions for (4+3)-cycloaddition reactions. The chemistry was limited to ... -
Oxidation & 1, 5-hydride shift of sulfoximine derivatives
(University of Missouri--Columbia, 2009)[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT REQUEST OF AUTHOR.] Oxidation of N-alkyl and N-aryl sulfoximines and 1,5-hydride shift of S-alkenyl sulfoximines have been studied. Oxidation of N-alkyl sulfoximines using ... -
Studies of 2,1-benzothiazine, silver-catalyzed rearrangement and 1,5-hydride shift
(University of Missouri--Columbia, 2009)[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT REQUEST OF AUTHOR.] Dimethyl sulfoximine was used to synthesize benzothiazines by coupling reaction. When the substrate is dibromodibenzaldehyde, water was added to ... -
Studies of the chemistry of sulfoximines, 2, 1 benzothiazines and cyclopentadienones
(University of Missouri--Columbia, 2011)[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT REQUEST OF AUTHOR.] The N-Acylation of a sulfoximine with carboxylic acids was accomplished with boric acid and several boronic acids. Aliphatic acids give fair yields ... -
Studies of the chemistry of Tröger's base, cyclopentadienones, and 2,1-benzothiazines
(University of Missouri--Columbia, 2006)[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT AUTHOR'S REQUEST.] The sequential alkylation of Tröger's base was developed for the synthesis of symmetric dialkylation analogs. The products from this reaction were ... -
Studies on the nucleophilic substitution reactions of a dimeric cyclopentadienone
(University of Missouri--Columbia, 2007)[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT AUTHOR'S REQUEST.] Nucleophilic substitution reactions of 3,5-Dibromo-3a,4,7,7a-tetrahydro-4,7-methano-indene-1,8-dione (48) have been studied. Amines, thiols and alcohols ... -
Studies toward the carbanion-accelerated 6[Pi] electrocyclization : polyfunctional boronates
(University of Missouri--Columbia, 2014)[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT AUTHOR'S REQUEST.] The 6π electrocyclization remains an important class of pericyclic reactions which provides access to substituted six-membered rings from uncyclized ... -
Study of the chemistry of 2,1-benzothiazines and toward the total synthesis of elisapterosin B
(University of Missouri--Columbia, 2009)[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT REQUEST OF AUTHOR.] Using enantiomerically pure benzothiazines as templates, enantiomerically pure cyclobutanes were prepared. Such compounds are potentially interesting ... -
Synthesis of fluorescent 7-amino-2,1-benzothiazines and total synthesis of buddledone A
(University of Missouri--Columbia, 2011)The development of new fluorescent compounds has been reported continuously due to their application as sensors and optical devices for material, biological and chemical applications. This dissertation reports the syntheses ... -
Synthesis of silyloxyacrolein for [4+3] cycloaddition and preparation of carbonate closomer
(University of Missouri--Columbia, 2008)[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT AUTHOR'S REQUEST.] Followed by Funk's method, I synthesized silyloxyacroleins and used them as dienophiles to react with different dienes in [4+3] cycloaddition reaction. ...