Index Catalog // ScholarsArchive@OSU

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:: concentration showed that the optimal yield was obtained with a concentration of 0.1 M with respect to the

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

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:: .; Kretchmer, R. A.; Schlessinger, R. H. J. Am. Chem. Soc. 1968, 90, 1647−1648. 13. Liau, B. B.; Shair, M. D

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:: . Levac, S.M. Atsumi, F. Yu, Methods Enzymol. 2012, 515, 207-229. 2 a) M. J. Millan, A. Newman

Total Synthesis of Cephalotaxus Alkaloids and Synthetic Studies toward Bazzanin K

Creator:: Ju, Xuan
Abstract:: Dearomatization reactions exist broadly in biosynthesis and chemical synthesis. The highly functionalized atoms of arenes can be masked by it aromaticity, and upon dearomatization, those reactive atoms can be readily applied to bond formation and further manipulation. The total synthesis of (–)-cephalotaxine and (–)- homoharringtonine is described via an oxidative...
Resource Type:: Dissertation
Full Text:: NMe2 arundamine (15) 16 17 18 19 steps 5 1 a) Thiele, B; Rieder, O.; Golding, B. T.; Müller, M

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:: , M.; Grube, A.; Seiple, I. B.; Baran, P. S. Angew. Chem. Int. Ed. 2007, 46, 6586. For a review on

Regioselective Synthesis of Substituted Phenols, Benzenes, Benzofuranones and Benzofurans and Synthesis of Homoharringtonine Analogs

Creator:: Zhang, Xiaojie
Abstract:: Substituted phenols are important substructures for pharmaceuticals, agrochemicals, natural products and biological probe molecules. The properties of phenolic molecules are substantially influenced by the substitution patterns of the phenolic ring. The chemical synthesis of phenols with various substitution patterns is an enduring challenge and multiple strategies have emerged. However, some...
Resource Type:: Dissertation

Strategies for the Synthesis of Nitrogeous Compounds : Aminal Radical Reaction and Pyridinium Oxide Cycloadditions

Creator:: Lu, Yi
Abstract:: Pharmaceuticals, molecular catalysts, and secondary metabolites often contain nitrogen. The problems faced synthesizing compounds which contain nitrogen was because of the Lewis base reactivity of nitrogen lone pairs, and the acidic protons of some nitrogenous functional groups. We developed two methods for the synthesis of nitrogeous compounds. Additionally, we successfully...
Resource Type:: Dissertation

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:: ) Nikonorow, M. Acta Polon. Pharm. 1939, 3, 23-56. (d) Ortega, M. G.; Agnese, A. M.; Cabrera, J. L

Synthetic studies toward the total synthesis of azaspiracid-1

Creator:: Su, Dong
Abstract:: Azaspiracid-1, a novel marine toxin that contains 9 rings and 20 stereogenic centers, has drawn considerable attention from synthetic groups worldwide due to its structural complexity, which includes a unique trioxabisspiroketal fused to a tetrahydrofuran ring (ABCD rings), a piperidine-tetrahydrofuran spiroaminal system fused to a 2,9-dioxabicyclo[3.3.1]nonane system (FGHI rings), a...
Resource Type:: Masters Thesis

ScholarsArchive@OSU

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

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

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

Total Synthesis of Cephalotaxus Alkaloids and Synthetic Studies toward Bazzanin K

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

Regioselective Synthesis of Substituted Phenols, Benzenes, Benzofuranones and Benzofurans and Synthesis of Homoharringtonine Analogs

Strategies for the Synthesis of Nitrogeous Compounds : Aminal Radical Reaction and Pyridinium Oxide Cycloadditions

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

Synthetic studies toward the total synthesis of azaspiracid-1

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