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A unified approach for the total synthesis of C₁₀-functionalyzed Lycopodium alkaloids

Creator:: Saha, Mrinmoy
Abstract:: Lycopodium alkaloids have shown widespread and noteworthy biological activity, consisting of over 250 known natural products. Moreover, their structural complexity and diversity have attracted considerable attention from numerous laboratories including our own. Recently, we have developed a unified approach that would provides access to numerous, previously unprepared C₁₀-functionalized lycopodium alkaloids....
Resource Type:: Dissertation
Full Text:: lycodine (1.2) NH N fawcettimine (1.3) phlegmarine (1.4) NH N N O OH H ! 4! Figure 1.2

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:: . (c) Maier, N. M.; Franco, P.; Linder. W. J. Chromatogr., A. 2001, 906, 3. (d) Caner, H.; Groner, E

Total Synthesis of Goniomitine : Development of Aminal and α-Amino Radicals in the Synthesis of Nitrogen-Rich Natural Products

Creator:: Vellucci, Jessica K.
Abstract:: Aminal radical intermediates were generated by the method of radical translocation and reacted in C-C bond forming reactions with electronically deficient alkenes (Schiedler et al. Org. Lett. 2012, 14, 6092). Aminal radical intermediates can participate in inter- and intra-molecular reactions using both Bu3SnH and (TMS)₃SiH as hydride donors. Carbon–carbon bonds...
Resource Type:: Dissertation
Full Text:: (e.g. alkyl–H). ! 4! Scheme 1.1 Hoffman–Löffler–Freytag reaction mechanism One of the

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:: , Phytochemistry 2003, 62, 1019 – 1025; c) M. Alberson, H. Orabi, T. F. Lue, Gerontology 2012, 58, 3 – 14. 3

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:: (relative to the sulfoxide). Two sets of the divergent reaction conditions (TFAA, 1,2-DCE, 4 h; then add

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:: biological profiles.4 Few of them even extend to exceptional level of cytotoxicity against a series of

A Diels-Alder approach to biaryl synthesis

Creator:: Ashburn, Bradley O.
Abstract:: An expedient approach to the synthesis of a wide range of highly programmable biaryl templates has been accomplished. Utilizing the Diels-Alder [4+2] cycloaddition, a wide range of tri- and tetra-ortho-substituted biaryls have been synthesized in only three to four steps from commercially available materials. We have successfully synthesized entire classes...
Resource Type:: Dissertation
Full Text:: provide increased potency. 4 EtO O NSAID - Antiarthritic (1.8) N CO2H O N N N H N

Part I: Synthetic Studies Towards Viridin, Halenaquinone, and Obtusanal. Part II: Analysis, Synthesis, and Characterization of Coronene Derivatives.

Creator:: Waldenmaier, Pieter K.
Abstract:: This thesis is separated into three distinct projects. First, synthetic studies towards the furanosteroid viridin shown in part I. Second, synthetic studies towards the diperene obtusanal shown in part II. Third, the analysis, characterization, and synthesis of coronene derivatives towards their application in organic batteries shown in part III. Significant...
Resource Type:: Dissertation
Full Text:: , pyridine; 3) p-ClC6H4NCO, Et3N, C6H6, rt, 36 h; 4) NaOH, H2O:THF. Scheme 1.1: Synthesis of the Viridin

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:: Thalidomide (1) (R)-antiemetic (S)-teratogenic MeO Ni,_ ( -.I) ' N CI H Nexium (4) racemic: Prilosec OH H

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:: Danishefsky.3 4 N H H O O Cl OH Cl OAc OAc OAc 14 17 1 1. MeOH, MeOH, 60% 2a. O3 MeOH

ScholarsArchive@OSU

A unified approach for the total synthesis of C₁₀-functionalyzed Lycopodium alkaloids

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

Total Synthesis of Goniomitine : Development of Aminal and α-Amino Radicals in the Synthesis of Nitrogen-Rich Natural Products

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

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

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

A Diels-Alder approach to biaryl synthesis

Part I: Synthetic Studies Towards Viridin, Halenaquinone, and Obtusanal. Part II: Analysis, Synthesis, and Characterization of Coronene Derivatives.

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

Studies toward the synthesis of halichlorine and pinnaic acid

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