Index Catalog // ScholarsArchive@OSU

Tandem intramolecular photocycloaddition-retro-Mannich fragmentation as a route to indole and oxindole

Creator:: Li, Yang
Abstract:: Irradiation of a tryptamine linked through its side-chain nitrogen to an alkylidene malonate residue results in an intramolecular [2 + 2] cycloaddition to the indole 2,3-double bond. The resultant cyclobutane undergoes spontaneous retro-Mannich fission to produce a spiro[indoline-3,3-pyrrolenine] with relative configuration defined by the orientation of substituents in the transient...
Resource Type:: Dissertation
Full Text:: ) Brown, P.; Jenkins, P.; Fawcett, J.; Russell, D. J. Chem. Soc., Chem. Commun. 1984, 253; (c) Holton, R

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:: characterization of the new salen ligand and its complexes with various transition and p- block metals. Chapter 3

Approaches to the synthesis of penicillin

Creator:: Furuta, Takuya
Abstract:: Several approaches to the synthesis of penicillin from 2-iminothioazolidine 50, from 2-thiothiazolidine 66 and by photocyclization of 77 and 78 were investigated. 2-Iminothiazolidine 50 was prepared from dibromoester 45 by the action of benzylamine followed by treatment of aziridine 46 with potassium or ammonium thiocyanate. Attempted introduction of a two-carbon...
Resource Type:: Dissertation
Full Text:: of 76 and 66 with phthalimidoacetyl chloride respectively. Attempted p-lactam formation by

Synthetic studies on alkaloids : part I, an approach toward the synthesis of (̳+)-koumine : part II, an approach toward the synthesis of (̳+)-morphine

Creator:: Stappenbeck, Frank
Resource Type:: Dissertation
Full Text:: %-- MgBr H N- EtO2C' 39 90% 41 38 P CC 91% 39 16 OEt OH 1) SOCl2 OEt 41 2) (Me3Si)2CuLi EtO2C

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:: . AcO 1) c03 P = CH2 2) NaOH, CH3OH 77% Bu Li, 9 7 % 1) H2, Rh/C 2) Jones' reagent 100% HO H

Studies toward the total synthesis of phorboxazole A

Creator:: Kuntiyong, Punlop
Abstract:: Studies toward the total synthesis of a highly potent cytotoxic marine natural product, phorboxazole A, were conducted and resulted in a route to an advanced intermediate, C4-C32, for this purpose. A key feature of our approach is the stereoselective synthesis of two cis-2,6-disubstituted tetrahydropyrans present in the macrolide portion of...
Resource Type:: Dissertation
Full Text:: , deprotection of the p-methoxybenzyl ether, and Dess-Martin periodinane oxidation gave aldehyde 25. Wittig

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

Creator:: Johnson, Alan T. (Alan Thomas), 1957-
Resource Type:: Dissertation
Full Text:: must also thank my parents, Carl and Mary, for their support and for giving me the opportunity to

Part I : synthesis of azetidin-2-ones from pyrazolidin-3-ones ; Part II : synthesis of a subunit of the immunosuppressant FK-506

Creator:: Toske, Steven Gerald
Resource Type:: Dissertation
Full Text:: overall yield of 1.3%. Treatment of a,p-unsaturated-S-lactone 211, prepared from 208 in three steps, with

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:: -sensitive and multidrug-resistant cells that overexpress the P-glycoprotein efflux pump.1° Heterodimer

Synthetic studies on marine natural products : Part 1. Synthesis of the sesquiterpenoid dihydropallescensin D via manganese(III)- mediated carbocyclization. Part 2. Approaches toward the synthesis of prianosin and discorhabdin alkaloids

Creator:: Yager, Kraig M.
Resource Type:: Dissertation
Full Text:: indebted to my 'Editor -In- Chief' Dr. Michael P. Dillon for patiently and methodically reviewing

ScholarsArchive@OSU

Tandem intramolecular photocycloaddition-retro-Mannich fragmentation as a route to indole and oxindole

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

Approaches to the synthesis of penicillin

Synthetic studies on alkaloids : part I, an approach toward the synthesis of (̳+)-koumine : part II, an approach toward the synthesis of (̳+)-morphine

The synthesis of nonactic acid

Studies toward the total synthesis of phorboxazole A

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

Part I : synthesis of azetidin-2-ones from pyrazolidin-3-ones ; Part II : synthesis of a subunit of the immunosuppressant FK-506

Synthesis of epothilones and epothilone analogues

Synthetic studies on marine natural products : Part 1. Synthesis of the sesquiterpenoid dihydropallescensin D via manganese(III)- mediated carbocyclization. Part 2. Approaches toward the synthesis of prianosin and discorhabdin alkaloids

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