Index Catalog // ScholarsArchive@OSU

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:: : ______________________________________________________ Paul Ha-Yeon Cheong Complex organic transformations, such as the addition of pyrrole to

Part I: Synthetic Studies toward C10-functionalized Lycopodium Alkaloids. Part II: Exploration of the Pummerer Cyclization and Its Application to the Total Syntheses of the Abietane Diterpenoids

Creator:: Li, Xin
Abstract:: This dissertation is separated into two parts according to the two major distinct research projects. In Part I, the full account of synthetic studies toward C10-functionalized lycopodium alkaloids is described. In Part II, the detailed discussion on the exploration of the Pummerer cyclization methodology and its application to the total...
Resource Type:: Dissertation
Full Text:: . Chem. Soc. 2010, 132, 5926–5927. 29. Zhang, J.; Wu, J.; Hong, B.; Ai, W.; Wang, X.; Li, H.; Lei, X

The development of aminal radicals for the synthesis of nitrogen-rich natural products

Creator:: Schiedler, David A.
Abstract:: Organic compounds which contain one or more nitrogen atoms are especially important as they are disproportionately represented among biologically active molecules. As a result, significant effort has been focused on the development of methods for the synthesis of nitrogenous molecules. We identified the aminal as an under-explored functional group. Despite...
Resource Type:: Dissertation
Full Text:: 23 Martin, S. F.; Yang, C. P.; Laswell, W. L.; Rüger, H. Tetrahedron Lett. 1988, 29, 6685–6687

Part I: Total synthesis of marine macrolide amphidinolide F and synthetic studies toward amphidinolide C; Part II: Computational study on proline sulfonamide-catalyzed aldol reaction

Creator:: Mahapatra, Subham
Abstract:: More than 30 members of the diverse amphidinolide family of biologically active macrolides have been isolated over last three decades. From this family, amphidinolides C and F stand among the most complex and densely functionalized affiliates. Recently, we have accomplished the first total synthesis of amphidinolide F. The all-carbon framework...
Resource Type:: Dissertation
Full Text:: H 29 OH OH HO OH H O H O 1 O 18 9 amphidinolide C (1.14) R = H amphidinolide C2 (1.15) R

Studies toward the synthesis of halichlorine and pinnaic acid

Creator:: Korf, Eric A.
Abstract:: Three approaches toward the core of halichlorine and pinnaic acid are described. The first approach entails a racemic transannular nitrone-olefin [3+2] cycloaddition from nitrone 238. Construction of the nitrone 238 began with aldehyde 241. Another key feature in this route involved a ring-closing metathesis for the formation of a 14-membered...
Resource Type:: Dissertation
Full Text:: preceeding Horner-Emmons-Wadsworth olefination 29 + 30 the C17 epimer 11 HN H OHCl

Studies toward the total synthesis of (+)-providencin

Creator:: Jana, Somnath
Abstract:: Studies toward the total synthesis of (+)-providencin (1), a highly oxygenated cembranoid dipterpene with a unique bicyclo[12.2.0]hexadecane skeleton and pronounced biological activity, are described. These studies resulted in the synthesis of advanced intermediates 320 and 332 which contain all of the carbon atoms of 1. In a first generation approach...
Resource Type:: Dissertation
Full Text:: to couple the two major fragments, 228 and 288, using palladium-catalyzed C-H activation of the

Dynamics and Design of Green Fluorescent Protein-Inspired Superphotoacids and Red-Emitting Fluorophores with Transient Absorption and Femtosecond Stimulated Raman Spectroscopy

Creator:: Chen, Cheng
Abstract:: In the past decades, femtosecond stimulated Raman spectroscopy (FSRS) has been gaining tremendous popularity in fundamental sciences stemming from chemistry to biology. It is capable of capturing both equilibrium and non-equilibrium structural information across a broad range of timescales with simultaneously high temporal and spectral resolutions. Femtosecond transient absorption spectroscopy...
Resource Type:: Dissertation
Full Text:: also like to thank Dr. Yun-Shik Lee, Dr. Paul Blakemore, and Dr. Weihong Qiu for their

Cis-2,5-diaminobicyclo[2.2.2]octane : a novel C₂-symmetric scaffold for asymmetric catalysis

Creator:: Shaw, Subrata
Abstract:: This thesis describes the development of a new enantioselective synthetic method employing chiral cis-2,5-diaminobicyclo[2.2.2]octane-based organometallic catalysts. The significance of this new method to organic synthesis is illustrated with preparation of enantioenriched products that are transformed to important pharmaceutical agents. Chapter 1 provides a brief historical overview of asymmetric catalysis, especially...
Resource Type:: Dissertation
Full Text:: enantioselective Henry reaction of aldehydes with nitromethane, affording I3-nitro alcohols in high enantiomeric

Expanding the scope of a Diels-Alder approach to biaryl synthesis

Creator:: Schwartz, Johanna Perkins
Abstract:: A Diels-Alder approach to biaryls (DAB) has been applied towards the synthesis of highly substituted, programmable biaryl templates. Tri- and tetra-ortho-substituted biaryls can be produced in just three to four steps from commercially available materials utilizing the Diels-Alder [4+2] cycloaddition. The methods described herein will illustrate the ability of mono...
Resource Type:: Dissertation
Full Text:: , Prof. Paul R. Blakemore, Prof. Kevin P. Gable, Prof. Mark Zabriskie, and Prof. Kaichang Li for their

Total synthesis of phorboxazole A

Creator:: Lee, Tae Hee
Abstract:: The total synthesis of a highly potent cytotoxic marine natural product, phorboxazole A, is described. Both a palladium(II)-mediated and a palladium(II)-catalyzed intramolecular alkoxycarbonylation were used as key steps for the preparation of the two cis-2,6-disubstituted tetrahydropyran rings (C22-C26 and C11-C15) of phorboxazole A. The synthesis used a convergent approach involving...
Resource Type:: Dissertation
Full Text:: synthetic targets for total synthesis.2,3,4 2 O N O H H O O O O R1 H H H H N OO

ScholarsArchive@OSU

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

Part I: Synthetic Studies toward C10-functionalized Lycopodium Alkaloids. Part II: Exploration of the Pummerer Cyclization and Its Application to the Total Syntheses of the Abietane Diterpenoids

The development of aminal radicals for the synthesis of nitrogen-rich natural products

Part I: Total synthesis of marine macrolide amphidinolide F and synthetic studies toward amphidinolide C; Part II: Computational study on proline sulfonamide-catalyzed aldol reaction

Studies toward the synthesis of halichlorine and pinnaic acid

Studies toward the total synthesis of (+)-providencin

Dynamics and Design of Green Fluorescent Protein-Inspired Superphotoacids and Red-Emitting Fluorophores with Transient Absorption and Femtosecond Stimulated Raman Spectroscopy

Cis-2,5-diaminobicyclo[2.2.2]octane : a novel C₂-symmetric scaffold for asymmetric catalysis

Expanding the scope of a Diels-Alder approach to biaryl synthesis

Total synthesis of phorboxazole A

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