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Chiral synthesis of monic acid C

Creator:: Theramongkol, Parinya
Abstract:: Bromoalkoxylation of dihydropyran with bromine and 1-borneol, followed by dehydrobromination and epoxidation, afforded trans-2-1- bornyloxy-3,4-epoxytetrahydropyran as a major product. This was treated with sodium phenylselenide to give a 1:1 mixture of (2R,3R,4R)- 2-1-bornyloxy-3-hydroxy-4-phenylselenotetrahydropyran and its (2S,3S, 4S) diastereomer. Elimination of the selenoxide, derived from oxidation of the former with hydrogen...
Resource Type:: Dissertation
Full Text:: Chiral synthesis of monic acid C AN ABSTRACT OF THE

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

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:: , Embarek, David, Cem, Drew, Ed for their friendship and support. I sincerely thank Professor Oksana

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

Approaches to the total synthesis of verrucarol

Creator:: Hill, David E. (David Edwin) 1954-
Abstract:: Verrucarol is the sesquiterpene portion of a number of macrocyclic di- and triesters of potential medicinal importance. In this study, a novel approach to the synthesis of this fungal metabolite is presented. An A-B-C route was investigated in which C-3 and C-4 of the C-ring were emplaced using a [2+2]...
Resource Type:: Dissertation
Full Text:: ABSTRACT OF THE THESIS OF David E. Hill for the degree of Doctor of_Philosophy in Chemistry presented on

Synthetic studies n bioactive natural products. Part I, An approach towards the nootrophic agent huperzine A. Part II, Synthesis of the tricarbonyl subunit of rapamycin

Creator:: Jeffrey, Scott C.
Resource Type:: Dissertation
Full Text:: rapamycin AN ABSTRACT OF THE DISSERTATION OF Scott C. Jeffrey for the degree of Doctor of Philosophy in

Synthesis of furanoeremophilane sesquiterpenoids

Creator:: Shanmugham, Meenakshi Sundaram
Abstract:: Two approaches to the tricyclic core of the furanoeremophilane sesquiterpenoids are described. The first approach entails a projected Diels-Alder/retro Diels-Alder reaction of an acetylenic oxazole 64. Construction of the pivotal aldehyde 67 commenced from ketone 68. The acetyenic moiety was then introduced via a Felkin-Ahn addition of lithiopropyne to aldehyde...
Resource Type:: Dissertation
Full Text:: Gable, Professor David Home and Professor Max Deinzer for their time and support. I thank the past and

Alkylation studies on Hagemann's ester: an approach to the synthesis of the trisporic acids

Creator:: Sung, Wing Lam
Abstract:: Sequential alkylation of Hagemann's ester with methyl and methallyl halides has been studied. Treatment of Hagemann's ester with methyl iodide and sodium ethoxide gave a mixture of 21 and 25 in a ratio of 4:1. Alkylation of 21 with methallyl chloride and potassium t-butoxide afforded a mixture of 37 and...
Resource Type:: Masters Thesis
Full Text:: , which under- went Cope rearrangement to give 33. Oxidative cleavage of the terminal C=C of 33 with

The synthesis of nonactic acid

Creator:: Arco, Manuel Jose
Abstract:: Alkylation of propylene oxide with 2-lithiofuran gave alcohol I, which was smoothly converted to acetylfuran II. hydrogenation of II over rhodium on charcoal followed by Jones' oxidation afforded ketone III. Further transformation into IV was accomplished via a Wittig reaction followed by saponification with methanolic sodium hydroxide. Hydroboration of the...
Resource Type:: Dissertation
Full Text:: followed by an inversion of configuration at C-8. Methanolysis of VII afforded methyl nonactate VIII

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:: two main subunits via C-C bond formation at C9-C1 0. In addition, through modifications to the C9-C1

ScholarsArchive@OSU

Chiral synthesis of monic acid C

Condensation of crotonic and tiglic acids with aldehydes and ketones

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

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

Approaches to the total synthesis of verrucarol

Synthetic studies n bioactive natural products. Part I, An approach towards the nootrophic agent huperzine A. Part II, Synthesis of the tricarbonyl subunit of rapamycin

Synthesis of furanoeremophilane sesquiterpenoids

Alkylation studies on Hagemann's ester: an approach to the synthesis of the trisporic acids

The synthesis of nonactic acid

Synthesis of epothilones and epothilone analogues

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