Index Catalog // ScholarsArchive@OSU

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:: , 16 Stille, 14 Suzuki, 17 Buchwald, 18 Fu 19 and others. In 2002, Lemaire published a

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:: (1.13) Me N O 10 4 OH H N 10 4 13 NHNs CO2tBu K2CO3, MeI PhSH, 87% OH H N 10 4 13 NHMe

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:: ,8a,b Suzuki,9 Stille,10 Buchwald,11 Fu,12 and many more. An excellent in-depth review of this

Synthetic Studies towards Highly Oxygenated Furanyl Diterpenoids

Creator:: Goswami, Subir
Abstract:: The furanyl diterpenoid family of natural products has drawn the attention of both synthetic organic chemists and pharmacologists due to their complex structural architectures and diverse biological activity. Among them, wortmannin has been most extensively studied for biological activities. All these furanyl diterpenoids consist of a highly strained naptha[1,8-bc]furan core,...
Resource Type:: Dissertation
Full Text:: [16] Wang, G.-Q.; Chen, G.-D.; Qin, S.-Y.; Hu, D., Awakawa, T.; Li, S.-Y.; Lv, J.- M.; Wang, C.-X

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

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:: orthoformate 1.4.2, CSA, MeOH, reflux 98% O O O OMe O OH SPhMe 1.4.3 3’4’ NaH, MeI DMF, 88% O O O

Aryl acetylene substituent effects : the synthesis and application of biaryls

Creator:: Naffziger, Michael R.
Abstract:: The work described herein details the synthesis and application of biphenyls that probe the effects of hydrogen, Cl / Br, and methyl substituents on the aryl ring of the terminal acetylenic carbon. From this work, we successfully developed the rapid synthesis of phenyl acetylenes in 3-4 steps from inexpensive commercially...
Resource Type:: Masters Thesis
Full Text:: quenching with MeI. Unfortunately these conditions resulted in irreproducible yields and required lengthy

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:: . 2010, 132, 12216-12217. (e) Liu, J. D.; Chen, Y. C.; Zhang, G. B.; Li, Z. Q.; Chen, P.; Du, J. Y.; Tu

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:: CO2Et H OHOH H OBn LDA, MeI THF, -78 ºC 85% 3 steps OsO4 (DHQD)2PHAL 93% 11 steps BF3•OEt2

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:: OH H N 4 CO2tBu NHNs HCl 92% 1.16.7 N H N 4 CO2tBu N N O fastigiatine (1.13) 1. MeI

ScholarsArchive@OSU

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

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

A Diels-Alder approach to biaryl synthesis

Synthetic Studies towards Highly Oxygenated Furanyl Diterpenoids

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

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

Aryl acetylene substituent effects : the synthesis and application of biaryls

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

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

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