Index Catalog // ScholarsArchive@OSU

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:: OF THE DISSERTATION OF Joshua D. Hansen for the degree of Doctor of Philosophy in Chemistry

Synthesis of metabolites from the ascomycetes : I. The synthesis and absolute configuration of leptosphaerin : II. Approaches to the synthesis of byssochlamic acid

Creator:: Pallenberg, Alexander J.
Abstract:: Part I. The total synthesis of (+)-leptosphaerin (2), a metabolite of the marine Ascomycete Leptosphaeria Oraemaris (Linder) was achieved, unambiguously establishing both the relative and absolute stereochemistry of this natural product. This synthesis also resolved the long-standing question of which of the isomeric structures 1 or 2 correctly represents the...
Resource Type:: Dissertation
Full Text:: mannitol and ethyl pyruvate. In the key step a protected form of R-(+)-glyceraldehyde (3) underwent a

Synthesis of two subunits of avermectin B1a

Creator:: Dantanarayana, Anura Pathmasiri
Abstract:: Avermectins are a group of potent anthelmintic agents produced by Streptomyces avermitilis. They are active at extremely low dosages and are now in commercial use. In this study, the synthesis of two segments of avermectin B[subscript 1a] are described. The synthesis of the hexahydrobenzofuran subunit (segment A) began with the...
Resource Type:: Dissertation
Full Text:: silyl protecting group of 79 afforded the acid-lactone 81 which was resolved using (R)-(+)-a

Synthetic studies of nonadrides

Creator:: Drapela, Nicholas Ernest
Abstract:: An asymmetric approach to the synthesis of byssochlamic acid (1) is described. Regioisomeric enzymatic differentiation is described in the selective hydrolysis of dimethyl ester 30 by porcine liver esterase. Chiral dimethyl ester 42 was prepared by desymmetrization of cyclopentene 34 using porcine liver esterase. A key intramolecular [2+2]cycloaddition-cycloreversion photometathesis of...
Resource Type:: Dissertation
Full Text:: Acid 5: Heveadride 3: Glaucanic Acid 6: Castaneiolide O 7a: Rubratoxin A (R = H, OH) 7b

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:: Blakemore, Cindy Bowder, Rich G. Carter, Bobby Chow, Nick Drapela, Uwe Grether, Roger Hanselmann, Joshua

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 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

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

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:: , Paul R. Blakemore, Cindy Browder, Rich G. Carter, Bobby Chow, Jorg Deerberg, Nicholas E. Drapela, Uwe

Studies towards the total synthesis of (-)-gymnodimine

Creator:: Wang, Guoqiang
Abstract:: Studies towards the total synthesis of (-)-gymnodimine (1), a marine neurotoxin with a unique molecular architecture and pronounced biological activity, are described. These studies resulted in a convergent approach to the advanced intermediate 315, containing the C3-C32 section of 1. Two synthetic routes were developed to construct the tetrahydrofuran subunit...
Resource Type:: Dissertation
Full Text:: present members of the White group, Mollie Beleiciks, Paul R. Blakemore, Cindy Browder, David Chan, Bobby

ScholarsArchive@OSU

Total synthesis of (-)-7-epicylindrospermopsin

Synthesis of metabolites from the ascomycetes : I. The synthesis and absolute configuration of leptosphaerin : II. Approaches to the synthesis of byssochlamic acid

Synthesis of two subunits of avermectin B1a

Synthetic studies of nonadrides

Studies toward the total synthesis of phorboxazole A

Synthetic studies on necic acids of pyrrolizidine alkaloids

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

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

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

Studies towards the total synthesis of (-)-gymnodimine

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