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Filtering by: Creator DeDen, F. Michael Remove constraint Creator: DeDen, F. Michael License All rights reserved Remove constraint License: All rights reserved Subject Alkaloids -- Synthesis Remove constraint Subject: Alkaloids -- Synthesis

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  • 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:
    Related Natural Products, a Michael Reaction Focused Approach. AN ABSTRACT OF THE DISSERTATION OF

  • 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:
    Organocatalyzed, Intramolecular Heteroatom Michael Addition and Application Towards Alkaloid Synthesis

  • 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:
    synthetic sequence include the use of an organocatalyzed aza- Michael addition to access a common

  • 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:
    organocatalyzed intramolecular Michael reaction, formation of tricyclic skeleton using a conformationally

  • 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:
    yield a tetracyclic diene intermediate (126), (e) hydrogenation of alkene moieties, and finally, (f

  • 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:
    spontaneous Michael addition affording spirocycle 17 with the desired configuration at C5. Claisen

  • 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:
    .; Debitus, C.; Ribes, O.; Pusset, J.; Leroy, S.; Pietra, F. J. Chem. Soc., Chem. Commun. 1993, 1305. 10

  • 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:
    . OH o 12 N HCI, 95°C .. MOM HoYi;f:~c/K, 0 NH CI­ 59 60 N ,t- N N N,TMOM' j( NH cr 0 S03

  • 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:
    . Slagenins A (1), B (2), and C (3) were synthesized by f- functionalization of olefin 14. The desired