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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

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:: structures for DIANANE (26; A (side view)) and cis-2,5-diaminobicyclo[2.2.2]octane (34; B (side view) and C

Studies toward the total synthesis of (+)-providencin

Creator:: Jana, Somnath
Abstract:: Studies toward the total synthesis of (+)-providencin (1), a highly oxygenated cembranoid dipterpene with a unique bicyclo[12.2.0]hexadecane skeleton and pronounced biological activity, are described. These studies resulted in the synthesis of advanced intermediates 320 and 332 which contain all of the carbon atoms of 1. In a first generation approach...
Resource Type:: Dissertation
Full Text:: to couple the two major fragments, 228 and 288, using palladium-catalyzed C-H activation of the

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:: ; five hypereutrophic Florida lakes, USA; and Lake Mikata, Fukui, Japan.5,6 C. raciborskii is common in

Synthetic studies on the macrolide antibiotic rutamycin B

Creator:: Wang, Shan
Resource Type:: Dissertation
Full Text:: CH2 Oligomycin B Me H OH CO Oligomycin C Me H H CH2 Oligomycin E Me OH OH CO Rutamycin A H H OH

Synthetic studies on necic acids of pyrrolizidine alkaloids

Creator:: Lee, Nadine Chauyi
Resource Type:: Dissertation
Full Text:: (50). ®Copyright by Nadine C. Lee January 6, 1998 All Rights Reserved Synthetic Studies

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:: (Continued) Table Page C.2 Atomic coordinates (x 104) and equivalent isotropic displacement parameters

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:: Configuration of Leptosphaerin la I-A. Introduction la I-B. Discussion 4 I-C. Experimental 17 I-D. References

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:: 21 E- NO2 C H4 CH= 21 + 22 N3 CH2 COC1 COOCH2 Ph E- NO 2C 6 H 4 CHO Et 3N e0OCH 2Ph 1 PhLi

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:: derived diazoketone 1 1 8 was treated with rhodium(II) acetate to give the pentacyclic C-H insertion

ScholarsArchive@OSU

Chiral synthesis of monic acid C

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

Studies toward the total synthesis of (+)-providencin

Total synthesis of (-)-7-epicylindrospermopsin

Synthetic studies on the macrolide antibiotic rutamycin B

Synthetic studies on necic acids of pyrrolizidine alkaloids

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

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

Approaches to the synthesis of penicillin

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

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