Index Catalog // ScholarsArchive@OSU

Studies towards the total synthesis of (-)-kendomycin

Creator:: Smits, Helmars
Abstract:: Studies towards the total synthesis of (−)-kendomycin (1), a bacterial metabolite with a unique molecular architecture and pronounced biological activity, are described. These studies resulted in the synthesis of advanced intermediate 208, containing all of the carbon atoms of 1. A Dötz annulation between alkyne 122 and novel chromium carbenoid...
Resource Type:: Dissertation
Full Text:: :_____________________________________________________ James D. White Studies towards the total synthesis of (−)-kendomycin (1), a bacterial

Synthesis of a model of the spiroketal portion of avermectin B

Creator:: Warrier, Ulhas S.
Abstract:: Avermectin Bia is a member of a class of medicinally important natural products known for its potent antiparasitic activity and interesting structural features. In this thesis, synthesis of a model for the spiroketal portion of the avermectins is presented. Oxidation of (S)-2-methylbutanol, followed by a stereoselective chromium mediated reaction with...
Resource Type:: Masters Thesis
Full Text:: Bla Abstract approved: Redacted for privacy r Dr. James D. White Avermectin Bia is a member of a

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:: :______________________________________________________ James D. White Studies

The isolation and structure of leptosphaerin : a metabolite of the marine ascomycete, Leptosphaeria oraemaris (Linder) and A synthesis of the marine toxin, 9-isocyanopupukeanane

Creator:: Schiehser, Guy Alan
Abstract:: The ethyl acetate extract of the culture filtrate of the marine Ascomycete, Leptosphaeria oraemaris (Linder) yielded a novel metabolite designated by the common name leptosphaerin. An x-ray crystallographic structure analysis was disproved by the synthesis of 3-acetoxy-S-(1,2-dihydroxyethyl)- 3-pyrrolin-2-one 1, starting with N,N-dibenzylhydroxylamine 47 and D-mannitol 44. Oxidation of 47 followed...
Resource Type:: Dissertation
Full Text:: -ISOCYANOPUPUKEANANE Abstract approved: Redacted for Privacy U Dr. James D. White The ethyl acetate extract of the

Cis-2,5-diaminobicyclo[2.2.2]octane : a novel C₂-symmetric scaffold for asymmetric catalysis

Creator:: Shaw, Subrata
Abstract:: This thesis describes the development of a new enantioselective synthetic method employing chiral cis-2,5-diaminobicyclo[2.2.2]octane-based organometallic catalysts. The significance of this new method to organic synthesis is illustrated with preparation of enantioenriched products that are transformed to important pharmaceutical agents. Chapter 1 provides a brief historical overview of asymmetric catalysis, especially...
Resource Type:: Dissertation
Full Text:: [2.2.2]octane: A Novel C2-Symmetric Scaffold for Asymmetric Catalysis Abstract approved: James D

Synthetic approaches to the tricarbonyl subunit of rapamycin

Creator:: LaMunyon, James B.
Abstract:: Rapamycin (5) was isolated in 1975 from the soil bacteria Streptomyces hygroscopicus and its structure was determined from spectroscopic techniques and an x-ray crystallographic analysis. Although it was initially found to exhibit antibiotic activity, it was subsequently shown to possess potent immunosuppressive activity as well. Three approaches to the synthesis...
Resource Type:: Masters Thesis
Full Text:: AN ABSTRACT OF THE THESIS OF James B. LaMunyon for the degree

Approaches to the synthesis of trichothecane sesquiterpenes

Creator:: Thomas, James Anthony
Resource Type:: Dissertation
Full Text:: sesquiterpenes AN ABSTRACT OF THE THESIS OF James Anthony Thomas for the degree of Doctor of Philosophy in

Synthesis of epothilones and epothilone analogues

Creator:: Sundermann, Kurt F.
Abstract:: A convergent synthesis of epothilone B that generates all seven of its asymmetric centers in a completely stereoselective fashion has been completed. Key reactions include an anti-Felkin aldol condensation to set the C6 and C7 stereochemistry, a directed α-hydroxylation to install the C15 (S)-hydroxyl substituent, and a Wittig condensation to...
Resource Type:: Dissertation
Full Text:: sincere appreciation to Dr. Richard G. Carter, Dr. Duncan J. Wardrop, and Professor James, D White for

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:: approved: _____ } U ! James D. White The first asymmetric synthesis of (-)-7-epicylindrospermopsin via

Synthetic studies on natural products : Part I. The total synthesis of ±-euonyminol and ±-3,4-dideoxymaytol : Part II. The absolute configuration and enantioselective synthesis of curacin A

Creator:: Kim, Tae-Seong
Resource Type:: Dissertation
Full Text:: Synthesis of Curacin A . Abstract approved: James D. White Part I. The determination of the absolute

ScholarsArchive@OSU

Studies towards the total synthesis of (-)-kendomycin

Synthesis of a model of the spiroketal portion of avermectin B

Studies toward the total synthesis of sanglifehrin A

The isolation and structure of leptosphaerin : a metabolite of the marine ascomycete, Leptosphaeria oraemaris (Linder) and A synthesis of the marine toxin, 9-isocyanopupukeanane

Cis-2,5-diaminobicyclo[2.2.2]octane : a novel C₂-symmetric scaffold for asymmetric catalysis

Synthetic approaches to the tricarbonyl subunit of rapamycin

Approaches to the synthesis of trichothecane sesquiterpenes

Synthesis of epothilones and epothilone analogues

Total synthesis of (-)-7-epicylindrospermopsin

Synthetic studies on natural products : Part I. The total synthesis of ±-euonyminol and ±-3,4-dideoxymaytol : Part II. The absolute configuration and enantioselective synthesis of curacin A

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