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Condensation of crotonic and tiglic acids with aldehydes and ketones

Creator:: Johnson, Paul Robert
Resource Type:: Masters Thesis
Full Text:: and ketones AN ABSTRACT OF THE THESIS OF Paul Robert Johnson for the degree of Master of Science in

Total synthesis of (+)-bourgeanic acid and conformational analysis of its dilactone

Creator:: Johnson, Alan T. (Alan Thomas), 1957-
Resource Type:: Dissertation
Full Text:: analysis of its dilactone AN ABSTRACT OF THE THESIS OF Alan T. Johnson for the degree of Doctor of

Synthetic studies on marine natural products : I. Stereoselective synthesis of E,Z-1,3-Dienes by tandem nucleophilic addition to a dienylphosphonium salt followed by Wittig reaction. II. Synthesis of cyclopropyl oxylipins by a cation mediated carbocyclization

Creator:: Jensen, Mark S.
Resource Type:: Dissertation
Full Text:: ABSTRACT OF THE DISSERTATION OF Mark S. Jensen Jr. for the degree of Doctor of Philosophy in Chemistry

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:: directed cs-hydroxylation to install the C15 (S)-hydroxyl substituent, and a Wittig condensation to join

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:: the synthesis of 3-acetoxy-S-(1,2-di- hydroxyethyl)-3-pyrrolin-2-one 1, starting with N,N

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:: afford the tricarbonyl subunit of rapamycin. The aldehyde was successfully prepared in ten steps from (S

Total synthesis of indole alkaloids: pt. 1. Asymmetric synthesis of (-)-ibogamine. pt. 2. An approach toward the synthesis of koumine

Creator:: Choi, Younggi
Abstract:: PART I. The preparation of (-)-ibogamine (1) in fourteen steps from benzoquinone and in 10% overall yield is a powerful illustration of the value of the asymmetric Diels-Alder reaction as a starting point in a multistep synthesis. All four cycloadducts, 70, 77, 84 and 96, obtained with the (S)-BINOL-TiCl₂ complex...
Resource Type:: Dissertation
Full Text:: , 84 and 96, obtained with the (S)-BINOL-TiCl2 complex were found to have the same absolute

Studies on the synthesis of the "northern" and "southern" segments of boromycin and aplasmomycin

Creator:: Kang, Myung Chol
Abstract:: The stereocontrolled synthesis of the southern lactone 17 of boromycin and of the northern segments of both boromycin and aplasmomycin are described. The syntheses begin with enantioselective epoxidation of 3-buten-2-ol (42) to provide the optically active 2(S),3(R) epoxy alcohol 43. The absolute configuration was confirmed by preparing 43 from (-)-2,3-dihydroxybutyric...
Resource Type:: Dissertation
Full Text:: begin with enantioselective epoxidation of 3-buten-2-ol (42) to provide the optically active 2(S),3(R

Absolute stereochemistry and total synthesis of botryococcene

Creator:: Reddy, Guvvala Nagabhushana
Abstract:: Studies were carried out to determine the absolute stereochemistry of botryococcene (1). The natural product was degraded to two sets of 'y- and 8- valerolactones. All enantiomeric variations of these lactones were synthesized in optically pure form starting from (S)- and (R)-methyloxiranes. 1H NMR correlation of natural and synthetic materials...
Resource Type:: Dissertation
Full Text:: pure form starting from (S)- and (R)-methyloxiranes. 1H NMR correlation of natural and synthetic

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:: defects.3 It was later discovered that only the (S)- enantiomer of the drug is teratogenic. Since that

ScholarsArchive@OSU

Condensation of crotonic and tiglic acids with aldehydes and ketones

Total synthesis of (+)-bourgeanic acid and conformational analysis of its dilactone

Synthetic studies on marine natural products : I. Stereoselective synthesis of E,Z-1,3-Dienes by tandem nucleophilic addition to a dienylphosphonium salt followed by Wittig reaction. II. Synthesis of cyclopropyl oxylipins by a cation mediated carbocyclization

Synthesis of epothilones and epothilone analogues

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

Synthetic approaches to the tricarbonyl subunit of rapamycin

Total synthesis of indole alkaloids: pt. 1. Asymmetric synthesis of (-)-ibogamine. pt. 2. An approach toward the synthesis of koumine

Studies on the synthesis of the "northern" and "southern" segments of boromycin and aplasmomycin

Absolute stereochemistry and total synthesis of botryococcene

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

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