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Studies Toward the Synthesis of Natural Product Scaffolds

Creator:: Lusk, Jason S.
Abstract:: Part 1: A Diels-Alder Approach to the Synthesis of Novel Analogues of the Natural Product Siamenol Due to the prevalence of biaryl motifs in natural product synthesis, the Carter research group has been exploring the utility of a Diels-Alder approach to biaryl synthesis. The Diels-Alder approach involves a [4+2] cycloaddition...
Resource Type:: Honors College Thesis
Full Text:: ] bicyclization step proceeded in a high-concentration (1.0 M), room temperature reaction that produced the

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

Enantioselective Total Syntheses of Quinolizidine Lycopodium Alkaloid Cermizine D and Cytotoxic Marine Macrolide Mandelalide A

Creator:: Veerasamy, Nagarathanam
Abstract:: The enantioselective total synthesis of quinolizidine-containing natural product cermizine D and formal syntheses of senepodine G and cermizine C has been achieved. These natural products are members of the lycopodium alkaloids, which have attracted significant attention due to their exciting biological activities and the diverse structural scaffolds. Key steps in...
Resource Type:: Dissertation
Full Text:: .) THF, 60 °C; 3 M HCl in MeOH 98% N H Cl NaBH4, MeOH 99% N H (-)-Cermizine C (1.9) 1.1.1 1.1.3

Part I: Total Syntheses of Mandelalide A and Isomandelalide A. Part II: Role of π-Stacking on Sharpless Dihydroxylation of cis-Enynes: Synthetic Studies Toward All Carbon Macrocyclic Mandelalide B

Creator:: Ghosh, Ankan
Abstract:: Part I of this dissertation includes the chronological synthetic background of mandelalide A as well as the synthesis of the C1-C14 glycosylated southern subunit of mandelalide. A key aspect of the synthesis includes a novel silver-catalyzed cyclization (AgCC) of a propargylic benzoate to construct the substituted cis-pyran ring system present...
Resource Type:: Dissertation
Full Text:: extend my thankfulness to Prof. Paul R. Blakemore and Prof. Sandra Loesgen with whom I took most of the

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

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:: extend my appreciation to my committee members, Prof. Paul R. Blakemore, Prof. Kevin P. Gable, Prof

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:: members, Professor Paul R. Blakemore, Professor Paul Ha-Yeon Cheong, Professor Mas Subramanian, and

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:: . Paul Blakemore, Prof. Sandra Loesgen, Prof. Paul Ha-Yeon Cheong, Prof. Xiulei Ji and Prof. Liney

Part I: Synthetic Studies Toward Mandelalide A and Madeirolide A; Part II: Synthesis of Mandelalide/Madeirolide Hybrid Structures

Creator:: Li, Jinming
Abstract:: Mandelalide A has attracted considerable interest from the synthetic community due to its intriguing structure and important cytotoxic activity. Madeirolide A, a structurally related macrolide, shows promising antifungal activity but no appreciable anticancer activity. This dissertation describes synthetic studies toward mandelalide A, madeirolide A and their hybrid structures. Part I...
Resource Type:: Dissertation
Full Text:: all my graduate studies. I would also like to thank my graduate committee members, Professor Paul

Studies toward the total synthesis of azaspiracid-1

Creator:: Kuiper, Damien L.
Abstract:: Azaspiracid has generated an enormous amount of scientific interest in the fourteen years since its initial discovery. The structure contains a 6,5,6 bis-spiroketal, a [3.3.1] bicyclic ketal and a 6,5-spiroaminal linkage as key moieties. With 9 rings, 20 stereocenters and three alkenes, the azaspiracid immediately attracted the interest of the...
Resource Type:: Dissertation

ScholarsArchive@OSU

Studies Toward the Synthesis of Natural Product Scaffolds

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

Enantioselective Total Syntheses of Quinolizidine Lycopodium Alkaloid Cermizine D and Cytotoxic Marine Macrolide Mandelalide A

Part I: Total Syntheses of Mandelalide A and Isomandelalide A. Part II: Role of π-Stacking on Sharpless Dihydroxylation of cis-Enynes: Synthetic Studies Toward All Carbon Macrocyclic Mandelalide B

Synthetic studies toward the total synthesis of azaspiracid-1

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

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

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: Synthetic Studies Toward Mandelalide A and Madeirolide A; Part II: Synthesis of Mandelalide/Madeirolide Hybrid Structures

Studies toward the total synthesis of azaspiracid-1

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