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Approaches to the synthesis of methymycin

Creator:: Raghavan, Palaykotai Rajagopalan
Abstract:: Several approaches to the synthesis of methymycin were investigated. Segment A (39), containing functionality corresponding to C-9, 10, and 11 of methynolide was made in six steps from propionaldehyde in an overall yield of 37%. Oxidation of 34 with silver nitrate gave 35 which, upon hydroxylation with hydrogen peroxide, gave...
Resource Type:: Dissertation
Full Text:: [0-C(CH 3 ) 3 ] 3 17 13 16 / HCO2 Et/Na0Et NaI0 4 7 21 22 1 CO 2 H CO 2 H 18 HO : CH

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:: pure bicyclo[3.2.1]octan-2-ones.69 Finally, a recent communication by Zoretic and co-workers described

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:: starting materials. Finally, an intramolecular [2+21 photocycloaddition generated "crossed', "straight

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:: complex 75 in the presence of imine 76 (eq. 1). N(Bn)2 HH hv, MeCN (Bn)2N (CO)5Cr + 11 H tL t-Bu (72

Structural and synthetic studies of higher terpenoids : Part I. The absolute configuration of (-)-botryococcene : Part II. Total synthesis of (±)-2-desoxystemodinone

Creator:: Somers, Todd Charles
Resource Type:: Dissertation
Full Text:: I. The absolute configuration of (-)-botryococcene : Part II. Total synthesis of (±)-2

Part I. The total synthesis of (±)-cinnamodial and related drimane sesquiterpenes; Part II. Photochemical activation of the carboxyl group via N-Acyl-2-thionothiazolidines

Creator:: Burton, Lester Percy Joseph
Resource Type:: Dissertation
Full Text:: muzigadial 4. FIGURE 1 49 1. BH3 THF 75% 2. H2O2,OH CO Me 1. DIBAL 106 Ts0H/Me0H 73% MCPBA 76% for 2

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:: frameworks derived from chiral 1,2-diamines and their application in asymmetric synthesis. Chapter 2

Phenolic oxidative coupling : an approach to the synthesis of pretazettine

Creator:: Chong, Wesley Kwan Mung
Abstract:: Various hypervalent iodine compounds were evaluated as reagents for intramolecular phenolic oxidative coupling. It was found that phenyliodine(III) bis(trifluoroacetate) was effective for the coupling of the monophenolic substrate 13a to 14a under neutral conditions. Vanadium oxytrifluoride and hypervalent iodine compounds were compared as oxidants for the conversion of 32 to...
Resource Type:: Dissertation
Full Text:: obtained, which was in turn reacted with 1,1f-carbonyldiimidazole (75) to furnish the 2-oxazolidinone 76

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:: in an intramolecular [2 + 2] cycloaddition to the indole 2,3-double bond. The resultant cyclobutane

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:: States for the Cycloaddition of 55 with 56 .........................15 2. 1 ne tata for Tetrahydrofuran

ScholarsArchive@OSU

Approaches to the synthesis of methymycin

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

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

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

Structural and synthetic studies of higher terpenoids : Part I. The absolute configuration of (-)-botryococcene : Part II. Total synthesis of (±)-2-desoxystemodinone

Part I. The total synthesis of (±)-cinnamodial and related drimane sesquiterpenes; Part II. Photochemical activation of the carboxyl group via N-Acyl-2-thionothiazolidines

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

Phenolic oxidative coupling : an approach to the synthesis of pretazettine

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

Studies towards the total synthesis of (-)-gymnodimine

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