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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

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:: Semi Empirical calculations (no solvent effects) 138 This work is dedicated to the family that I

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:: 1.2). Scheme 1.2. Amine Conjugate Addition Using MacMillan!s Method N H OTBS R1 O + N H NO

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:: products, defines them as substances that possess no known role in the internal economy of the producing

Total synthesis of sparteine alkaloids from a common tetraoxobispidine intermediate

Creator:: Melbardis, John
Abstract:: In previous work (Blakemore et al. Org. Lett. 2005, 7, 4721; Heterocycles 2006, 70, 609), successful elaborations of the lupine alkaloids (±)-α-isosparteine (dl-2) and (±)-β-isosparteine (dl-3) were realized from a common tetraoxobispidine precursor, 3,7-diallyl -2,4,6,8-tetraoxo-3,7-diazabicyclo[3.3.1]nonane (93). Herein, the tetraoxobispidine approach to lupine alkaloids was extended to a total synthesis of...
Resource Type:: Masters Thesis
Full Text:: % 23 24 25 26 NO N O N N CH3 CH3 26a 26b Scheme 7: Anet, Hughes, & Ritchie’s purported

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:: homologue of 1.7 and lacks an N-methyl group. There is no report of any biological 23 activity for

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:: radical that was trapped by the NO free radical and tautomerization provided the γ-hydroxy oxime. This

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:: sunlight in an algal solution; however, no decomposition was recorded in pure cylindrospermopsin in Milli

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:: Clive.13 1.4.1 DANISHEFSKY’S TOTAL SYNTHESIS OF (+)-HALICHLORINE The first report from

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:: reputation in Chinese forensic medicine for its implication in homicides. The first report available in the

ScholarsArchive@OSU

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

Studies on nitrogen containing secondary metabolites from terrestrial and marine origin

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

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 sparteine alkaloids from a common tetraoxobispidine intermediate

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

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

Total synthesis of (-)-7-epicylindrospermopsin

Studies toward the synthesis of halichlorine and pinnaic acid

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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