Index Catalog // ScholarsArchive@OSU

Studies toward the total synthesis of alkaloids : nagelamide A and D, agelastatin D, dragmacidin A-C, salacin and almazoles

Creator:: Tonsiengsom, Sorasaree
Abstract:: Studies toward the total syntheses of highly potent cytotoxic alkaloids including the bromopyrrole alkaloids and indole alkaloids were conducted and are described. Studies carried out in the course of this dissertation consist of five total syntheses of natural products that include bromopyrrole alkaloids nagelamide A, D and agelastatin D as...
Resource Type:: Dissertation
Full Text:: , SALACIN AND ALMAZOLES Abstract approved: Kevin P. Gable Studies

Studies on nitrogen containing secondary metabolites from terrestrial and marine origin

Creator:: Barrios Sosa, Ana Carolina
Abstract:: PART I. A deuterium exchange analysis of 2,5-dihydroxyacetanilide (5) in the absence and presence of DHAE II was performed to test the nucleophilicity of the substrate in the absence and presence of catalyst. In addition, inhibition studies using 1,4-dihydroxybenzene were performed to determine the role that the N-acetyl side chain...
Resource Type:: Dissertation
Full Text:: Abstract approved: David A. Home Kevin P. Gable PART I. A deutenum exchange analysis of 2,5

Tandem intramolecular photocycloaddition-retro-Mannich fragmentation as a route to indole and oxindole

Creator:: Li, Yang
Abstract:: Irradiation of a tryptamine linked through its side-chain nitrogen to an alkylidene malonate residue results in an intramolecular [2 + 2] cycloaddition to the indole 2,3-double bond. The resultant cyclobutane undergoes spontaneous retro-Mannich fission to produce a spiro[indoline-3,3-pyrrolenine] with relative configuration defined by the orientation of substituents in the transient...
Resource Type:: Dissertation
Full Text:: . Schuster, D. I.; Dunn, D. A.; Heibel, G. E.; Brown, P. B.; Rao, J. M.; Woning, J.; Bonneau, R. J. Am. Chem

Himeradine A : synthetic efforts towards himeradine A and related natural products, a Michael reaction focused approach

Creator:: Collett, Nathan D.
Abstract:: Lycopodium alkaloids have generated enormous amounts of interest from the scientific community, both as synthetic targets and for their medicinal properties. Herein is described work towards a unifying approach to large segments of the Lycopodium family. An organocatalyzed intramolecular heteroatom Michael reaction method, for the construction of piperidine and piperizine...
Resource Type:: Dissertation
Full Text:: ! !!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!! A.; MacMillan, D. W. C. J. Am. Chem. Soc. 2001, 123, 4379-4371.  (d) Brochu, M. P.; Brown, S. P

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:: , 24, AsPh3, CsCO3, DMF, H2O 75% 2. TFA, CH2Cl2 3. DBU, 81% over 2 steps 24 25 10 P

Synthetic studies on marine natural products : Part 1. Synthesis of the sesquiterpenoid dihydropallescensin D via manganese(III)- mediated carbocyclization. Part 2. Approaches toward the synthesis of prianosin and discorhabdin alkaloids

Creator:: Yager, Kraig M.
Resource Type:: Dissertation
Full Text:: indebted to my 'Editor -In- Chief' Dr. Michael P. Dillon for patiently and methodically reviewing

Total synthesis of (-)-7-epicylindrospermopsin

Creator:: Hansen, Joshua D.
Abstract:: The first asymmetric synthesis of (-)-7-epicylindrospermopsin via intramolecular nitrone cycloaddition is described. The synthesis utilized a convergent approach to prepare the cycloaddition precursor 176, which was assembled by condensation of hydroxylamine 175 with aldehyde 145. Hydroxylamine 175 was synthesized from ethylene glycol (166) in seven steps. Aldehyde 145 was completed...
Resource Type:: Dissertation
Full Text:: ~ 2. P(OMeb, MeOH NyNH ~ 14 " 65% 20 0 Scheme 2 Following this initial report, Heintzelman and

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:: . TIPSOTf, 2,6-lutidine 3. Rh(CO)2(acac), P(OPh)3 H2/CO (1:1), 20 bar 66% (3 steps) OAc N3 O

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:: steps) P Cl O EtO OEtO N H O PEtO OEtO HO 1. Dess-Martin Periodinane 2. NaH, THF 0 to

Synthetic studies on alkaloids : part I, an approach toward the synthesis of (̳+)-koumine : part II, an approach toward the synthesis of (̳+)-morphine

Creator:: Stappenbeck, Frank
Resource Type:: Dissertation
Full Text:: %-- MgBr H N- EtO2C' 39 90% 41 38 P CC 91% 39 16 OEt OH 1) SOCl2 OEt 41 2) (Me3Si)2CuLi EtO2C

ScholarsArchive@OSU

Studies toward the total synthesis of alkaloids : nagelamide A and D, agelastatin D, dragmacidin A-C, salacin and almazoles

Studies on nitrogen containing secondary metabolites from terrestrial and marine origin

Tandem intramolecular photocycloaddition-retro-Mannich fragmentation as a route to indole and oxindole

Himeradine A : synthetic efforts towards himeradine A and related natural products, a Michael reaction focused approach

Studies toward the synthesis of halichlorine and pinnaic acid

Synthetic studies on marine natural products : Part 1. Synthesis of the sesquiterpenoid dihydropallescensin D via manganese(III)- mediated carbocyclization. Part 2. Approaches toward the synthesis of prianosin and discorhabdin alkaloids

Total synthesis of (-)-7-epicylindrospermopsin

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

Synthetic studies on alkaloids : part I, an approach toward the synthesis of (̳+)-koumine : part II, an approach toward the synthesis of (̳+)-morphine

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