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Filtering by: Creator Evans, Lynn B. Remove constraint Creator: Evans, Lynn B. Academic Affiliation Chemistry Remove constraint Academic Affiliation: Chemistry Committee Member Blakemore, Paul Remove constraint Committee Member: Blakemore, Paul License All rights reserved Remove constraint License: All rights reserved

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  • Part I: Synthesis and evaluation of synosutine as an inhibitor of serotonin, norepinephrine, and dopamine transporters Part II: Asymmetric approach to the tetracyclic core of neomangicol A

    Creator:
    Juniku, Rajan B.
    Abstract:
    Part I: Racemic and asymmetric syntheses of a new substance with prospective antidepressant properties were achieved. In vitro assays with synthetic racemates (±)-25 and (±)-26 suggested that the former is a relatively selective inhibitor of serotonin transporter whereas the latter is a more balanced inhibitor of both serotonin and norepinephrine...
    Resource Type:
    Dissertation
    Full Text:
    functionalization of 245 was carried out for the purpose of assembling rings B and C of the complete neomangicol

  • Studies towards the total syntheses of (+)-phomactins A, D and G

    Creator:
    Schwartz, Keith D.
    Abstract:
    Studies towards the total synthesis of (+)-Phomactin A (1), D (6), and G (9), fungal metabolites with unique molecular architecture and pronounced biological activity, are described. These studies resulted in the synthesis of advanced intermediates 354 and 356, which contain all of the carbon atoms of 1, 6 and 9....
    Resource Type:
    Dissertation
    Full Text:
    provided alcohol 312, constituting the B ring of 1, 6 and 9. A subsequent elimination of the alcohol in

  • 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
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    …………………………9 Scheme 1.8: Carter Group Synthesis of Lycopodine 1.1………………….10 Scheme 1.9: Evans’ Synthesis of

  • Studies toward the total synthesis of sanglifehrin A

    Creator:
    Suttisintong, Khomson
    Abstract:
    Studies toward synthesis of subunits of sanglifehrin A, an immunosuppressant featuring a highly substituted [5,5]-spirolactam moiety as well as a 22-membered macrocycle are described. The macrolactone contains a peptidic backbone characterized by an unusual [beta]-substituted (S)-piperazic acid and (S)-m-hydroxyphenylalanine units. These studies resulted in the synthesis of advanced intermediate 358...
    Resource Type:
    Dissertation
    Full Text:
    cyclophilins A, B and C…..6 1.2 Activity of sanglifehrins A, B, C and D and cyclosporine A in the murine

  • Progress Towards the Total Synthesis of Bazzanin K

    Creator:
    Salvo, Patrick
    Abstract:
    Molecular chirality plays a critical role in chemistry, biology, and medicine. To study and better understand conformational chirality, it is necessary to obtain structurally interesting molecules that exhibit this form of chirality. Our lab utilizes total synthesis and methodological development to obtain conformationally chiral natural products of interest. We believe...
    Resource Type:
    Masters Thesis
    Full Text:
    . Evans, M. R. Wood, B. W. Trotter, T. I. Richardson, J. C. Barrow, and J. L. Katz, Angew. Chem. Int. Ed

  • Racemic and Enantioselective Synthesis of Cavicularin

    Creator:
    Zhao, Peng
    Abstract:
    This dissertation describes the racemic and enantioselective synthesis cavicularin. Cavicularin is a macrocyclic bisbibenzyls family member natural product. It has been an attractive synthetic target due to its intriguing structure: the macrocyclic core imparts sufficient strain on the system to force one benzene rings to adopt a boat-shaped conformation, out...
    Resource Type:
    Dissertation
    Full Text:
    aromatic rings, which are shown in Figure 1.1. The MBBs fall into three categories: 1. B,D-ring and A,C

  • Rationalization and innovative design of asymmetric organocatalysts through computational investigation

    Creator:
    Johnston, Ryne Connell
    Abstract:
    My work on computing complex catalyzed organic transformations reveals that only a few subtle chemical factors, e.g. non-classical hydrogen bonding, (hyper)conjugation and steric effects, common across different catalyst manifolds are critical for catalysis and selectivity. Rational manipulation and exploitation of these factors has led to improved catalyst designs, which has...
    Resource Type:
    Dissertation
    Full Text:
    . B) TS structure leading to the major product. Green lines indicate stabilizing interactions

  • 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

  • Conformationally chiral diphenylethers and the enantioselective Ullmann etherification

    Creator:
    Salih, M. Quamar
    Abstract:
    Since the discovery of molecular chirality in 1848, this notion has had a substantial impact on medicine, biology, and chemistry. Extensive effort has been directed towards the construction of chiral molecules that contain sp³ hybridized stereogenic centers. In contrast, less effort has been dedicated to molecules that are chiral by...
    Resource Type:
    Dissertation
    Full Text:
    !..................................................................................!145 3.5!Half[lives!of!molecules!with!structure!type!B!at!elevated!temperatures!........!147! 3.6

  • Pactamycin Inspired Drug Discovery: A Synthetic and Chemoenzymatic Approach

    Creator:
    Brumsted, Corey J.
    Abstract:
    Pactamycin, first reported in 1962, is a potent antitumor antibiotic produced by the soil bacterium Streptomyces pactum. Structurally, it contains a cyclopentitol core unit, a 3-aminoacetophenone (3AAP), a 6-methylsalicylic acid (6-MSA), and a N,N-dimethyl urea. The aminocyclopentitol ring is derived from glucose, possibly via N-acetyl glucosamine (GlcNAc), the 3-aminoacetophenone (3AAP)...
    Resource Type:
    Dissertation
    Full Text:
    . Evan Carpenter (Indra Lab) performed the anticancer assays. TABLE OF CONTENTS