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Total synthesis of phorboxazole A

Creator:: Lee, Tae Hee
Abstract:: The total synthesis of a highly potent cytotoxic marine natural product, phorboxazole A, is described. Both a palladium(II)-mediated and a palladium(II)-catalyzed intramolecular alkoxycarbonylation were used as key steps for the preparation of the two cis-2,6-disubstituted tetrahydropyran rings (C22-C26 and C11-C15) of phorboxazole A. The synthesis used a convergent approach involving...
Resource Type:: Dissertation
Full Text:: of (R)- and (S)- MTPA esters of 166…….. 1H NMR Spectra of Synthetic (a) and Natural (b

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:: - toluenesulfonic acid gave the acetonide 79. 79 (R)- or (S)-PhCH(OMe)CO2H,Dess-Martin periodinane88%/ DMAP, 75

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:: steps from (R)-methionine. Intramolecular nitrone cycloaddition of 176 afforded the unstable

The total synthesis of (-)- acorenone B ; Approaches to the synthesis of mycosporin (P 310)

Creator:: Ruppert, John Fredrick
Resource Type:: Dissertation
Full Text:: sesquiterpene (-)- acorenone B (1) was synthesized starting from R-(+)-limonene (103), and proceeded via

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:: , Keith Schwartz, Guoqiang Wang, William Martin, Helmars Smits and Kristopher Waynant for their

Synthetic studies on the macrolide antibiotic rutamycin B

Creator:: Wang, Shan
Resource Type:: Dissertation
Full Text:: was obtained from methyl (R )-(+3 hydroxy-2-methylpropionate (65) in fifteen steps. The second

Synthetic studies on necic acids of pyrrolizidine alkaloids

Creator:: Lee, Nadine Chauyi
Resource Type:: Dissertation
Full Text:: the monoterpene (R)-(+)-citronellal (102). The synthesis proved that the original stereochemical

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:: a mixture of E and Zstereoisomers is a major drawback to path B. O Ph 313.. A 0 R R 9H0 e

Synthetic studies on alkaloids : part I; asymmetric synthesis of (±) codeine. Formal synthesis of (±) morphine : part II; a unified asymetric approach toward synthesis of polyhydroxylated pyrrolizidine alkaloids, australine and alexine

Creator:: Hrnciar, Peter
Resource Type:: Dissertation
Full Text:: Influence of the R Substituent on the Ratio of Carbamates 46 and 47 169 LIST OF APPENDIX TABLES Table

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:: natural (-)-koumine is formally available which does not require (R)-(+)-tryptophane as starting

ScholarsArchive@OSU

Total synthesis of phorboxazole A

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

Total synthesis of (-)-7-epicylindrospermopsin

The total synthesis of (-)- acorenone B ; Approaches to the synthesis of mycosporin (P 310)

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

Synthetic studies on the macrolide antibiotic rutamycin B

Synthetic studies on necic acids of pyrrolizidine alkaloids

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

Synthetic studies on alkaloids : part I; asymmetric synthesis of (±) codeine. Formal synthesis of (±) morphine : part II; a unified asymetric approach toward synthesis of polyhydroxylated pyrrolizidine alkaloids, australine and alexine

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

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