Index Catalog // ScholarsArchive@OSU

Development of organocatalyzed, intramolecular heteroatom Michael addition and application towards alkaloid synthesis

Creator:: Carlson, Erik
Abstract:: Effective methods for the enantiopure formation of substituted piperidine rings are significantly important due to their presence in alkaloid products. A valuable method to form these ring systems would be via an intramolecular heteroatom Michael addition from the corresponding enone or enal. Described herein is a methodolgy that has been...
Resource Type:: Masters Thesis
Full Text:: THE ABSTRACT OF THE THESIS OF Erik Carlson for the

Mechanisms of photohydrodebromination of bromoarenes

Creator:: Carlson, J. Eric
Abstract:: The photohydrodebromination of brominated paracyclophanes was studied to help elucidate the possible mechanistic pathways leading to product for bromoarenes in general. Several brominated [2.2]paracyclophanes were studied to determine the effect of substitution patterns on this reaction. [2.2]Paracyclophanes were chosen for this study in order to investigate possible intramolecular excimer formation...
Resource Type:: Masters Thesis
Full Text:: ABSTRACT J. Eric Carlson for the degree of Masters of Science in Chemistry presented on April 23, 1993

Towards the Perfect Marriage Between Theory and Experiments in Drug Discovery and Synthesis : Insights into Structure Determination of Complex Natural Products and Mechanistic Understandings of Lactam Synthesis

Creator:: Snyder, Kevin M.
Abstract:: In this report, three studies are presented that aid in the development of drug discovery and their synthesis. In each, the importance of the marriage between computations and experiments is highlighted. Continued efforts in this vein are essential for future efforts towards improving human health. The first case study investigated...
Resource Type:: Masters Thesis
Full Text:: THESIS OF Kevin M. Snyder for the degree of Master of Science in Chemistry presented on May 17, 2016

Total Synthesis of Aspidosperma Alkaloids Leuconoxine, Melodinine E and Mersicarpine and Synthetic Studies directed toward the Iboga Alkaloid Ibogaine: Progress directed toward the dimeric Cephalotaxus Alkaloid Cephalancetine C

Creator:: Kim, GilSoo
Abstract:: The first part of this manuscript is about the total synthesis of the aspidosperma alkaloids leuconoxine, melodinine E and mersicarpine. Our synthetic strategy used a radical translocation-conjugate addition cascade to construct the core of the natural product. Specifically, a vinyl radical was generated from the homolysis of the C–I bond...
Resource Type:: Dissertation
Full Text:: : ______________________________________________________ Christopher M. Beaudry The first part of this manuscript is about the total synthesis of the

A Pyrone Diels–Alder Approach to Substituted Indoles and Carbazoles and the Synthesis of New Ropinirole Analogues

Creator:: Points, Gary L., III
Abstract:: Aromatic heterocycles are core structural motifs in natural products, pharmaceuticals and biological polymers. Indoles, in particular, represent a significant subclass of aromatic heterocycles, both in terms of sheer numbers, but also in biological and pharmaceutical relevance. As such, new methodologies for the synthesis of indoles represent an important and continually...
Resource Type:: Dissertation
Full Text:: Christopher M. Beaudry Aromatic heterocycles are core structural motifs in natural products

Computational Investigation and Prediction of Mechanisms and Stereocontrol in Complex Organic Reactions

Creator:: Pattawong, Ommidala
Abstract:: Complex organic transformations, such as the addition of pyrrole to ketene using planar chiral organocatalyst (*PPY), the four-component anhydride- Manniach reactions, and the site-selective desymmetrization of meso-1,2-diol, are remarkable synthetic reactions that provide high yield and high selectivity. However, the exact mechanism and origins of stereocontrol for theses synthetic organic...
Resource Type:: Dissertation
Full Text:: the four representative DAEHs. Christopher M. Beaudry and Paul Ha-Yeon Cheong contributed in part to

The synthesis of trisporic acids

Creator:: Prisbylla, Michael Paul
Abstract:: A total synthesis of the fungal hormones, trisporic acids A and B, is described, starting from a -methyltetronic acid 34. A Robinson annelation of 34 with ethyl vinyl ketone affords the lactone 33. Treatment of 33 with N-bromosuccinimide gave 97, which was hydrolyzed to the lactol 103. The reaction of...
Resource Type:: Dissertation
Full Text:: THESIS OF Michael Paul Prisbylla for the degree of Doctor of Philosophy in Chemistry presented on July

Atropisomeric 8,8'-biquinolyl derivatives : synthesis, properties and applications

Creator:: Milicevic, Selena D.
Abstract:: 7,7'-Dihydroxy-8,8'-biquinolyl (azaBINOL) was prepared from 7-hydroxyquinoline via N,N-dimethyl O-quinol-7-yl carbamate by directed ortho-metallation followed by FeCl₃-mediated oxidative coupling of the 8-lithioquinoline intermediate. Saponification of the resulting dicarbamate provided crystalline (±)-azaBINOL in 56% overall yield. 6,6'-Bis(dimethylaminocarbonyl)-7,7'-dihydroxy-8,8´-biquinolyl was prepared from the same dicarbamate by a double anionic-Fries rearrangement in 43% yield. 7,7'-Bis(diethylamino-carbonyloxy)-6,6'-diiodo-8,8´-biquinolyl...
Resource Type:: Dissertation
Full Text:: Paul R. Blakemore 7,7´-Dihydroxy-8,8´-biquinolyl (azaBINOL) was prepared from 7-hydroxyquinoline

Stereoselective synthesis & application of enantioenriched main group α-haloalkyl organometal reagents

Creator:: Emerson, Christopher R.
Abstract:: Sulfoxide-ligand exchange (SLE) and asymmetric halogen-metal exchange (AHME) processes were separately examined for the enantioselective synthesis of functionalized alpha-haloalkylmetal (carbenoid) reagents. Carbenoids derived from SLE were used to effect stereospecific reagent-controlled homologation (StReCH) of boronic esters and those generated via AHME were engaged in Darzens-type chemistry with aldehydes. Abstract for...
Resource Type:: Dissertation
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Catalytic desymmetrization of D₂d̳-symmertic proprochiral tetrasubstituted biphenyl compounds: a novel approach to the synthesis of axially chiral C₂-symmetric molecules

Creator:: Gunderson, Jeremey Tyson
Abstract:: Many D2d-symmetric 2,2',6,6'-tetrasubstituted biphenyls are readily prepared via net oxidative dimerization of appropriate 1,3-disubstituted benzenes. Conversion of such proprochiral compounds to useful C2-symmetric chiral biphenyls requires formal replacement of two substituents on opposing aryl ring units with alternate groups. This under exploited desymmetrization tactic has been demonstrated for the generation...
Resource Type:: Masters Thesis
Full Text:: Abstract approved: Paul R. Blakemore Many D2d-symmetric 2,2',6,6'-tetrasubstituted biphenyls are

ScholarsArchive@OSU

Development of organocatalyzed, intramolecular heteroatom Michael addition and application towards alkaloid synthesis

Mechanisms of photohydrodebromination of bromoarenes

Towards the Perfect Marriage Between Theory and Experiments in Drug Discovery and Synthesis : Insights into Structure Determination of Complex Natural Products and Mechanistic Understandings of Lactam Synthesis

Total Synthesis of Aspidosperma Alkaloids Leuconoxine, Melodinine E and Mersicarpine and Synthetic Studies directed toward the Iboga Alkaloid Ibogaine: Progress directed toward the dimeric Cephalotaxus Alkaloid Cephalancetine C

A Pyrone Diels–Alder Approach to Substituted Indoles and Carbazoles and the Synthesis of New Ropinirole Analogues

Computational Investigation and Prediction of Mechanisms and Stereocontrol in Complex Organic Reactions

The synthesis of trisporic acids

Atropisomeric 8,8'-biquinolyl derivatives : synthesis, properties and applications

Stereoselective synthesis & application of enantioenriched main group α-haloalkyl organometal reagents

Catalytic desymmetrization of D₂d̳-symmertic proprochiral tetrasubstituted biphenyl compounds: a novel approach to the synthesis of axially chiral C₂-symmetric molecules

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