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Showing 1 to 20 of 31 for “"enolates"”.
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Addition of Grignard Reagents to Phenolates and Enolates
Made available in DSpace on 2014-12-05T19:36:40Z (GMT). No. of bitstreams: 1 0023383.pdf: 5738410 bytes, checksum: c2670a63e96559993d39e1098a0e2f07 (MD5) Previous issue date: 1957
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The synthesis of B-keto esters from lithium ester enolates
Thesis (M.S.)--Michigan State University. Department of Chemistry, 1971
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New Methods for Palladium-catalyzed Decarboxylative Benzylation, Arylation and Dearomatization Reactions
… coupling of acetylides and ketone enolates with secondary benzyl electrophiles that possess a 1,1-diarylmethane structure. The coupling of secondary benzyl electrophiles with acetylides proceeded with high stereospecificity to provide enantioenriched 1,1-diarylethynyl methanes, and …
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The SRN1 reactivity of halobenzenesulfonamides and related compounds
… of 2-halobenzenesulfonamides with ketone enolates. It was observed that with certain ketone enolates reduction to yield benzene sulfonamide competed with the substitution reaction. The presence of β-hydrogen atoms was a common structural feature of ketones used in reactions in which …
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2-substituted-1, 3-dioxan-5-ones : synthesis, reactions and synthetic applications
… form corresponding lithium, boron and titanium enolates. The 2-'tert'-butyl-2-methyl-1,3-dioxan-5-one was deprotonated enantioselectively in 90% e.e. with the aid of chiral lithium amide derived from (R)- or (S)-'N'-(2,2,2-trifluoroethyl)-1-phenylethylamine. This successful outcome was a result …
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Lewis Base Catalyzed Aldol Additions of Chiral Silyl Enol Ethers and Total Synthesis of Rk-397
… and hydroxybutyrate. Trichlorosilyl enolates derived from the chiral methyl and ethyl ketones were subjected to the Lewis base catalyzed conditions, and the intrinsic selectivity of these enolates and the external stereoinduction from chiral catalyst were studied. In all cases, the …
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The Sʀɴ1 reactivity of selected aromatic diazines
… diazines interacting with various ketone enolates in ammonia. Results indicate that this previously unrecognized reaction pathway in these nitrogen heterocycles is easily obtained and should prove of great synthetic utility in preparation of substituted diazines.
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Retro-Diels-Alder routes to 4,5 disubstituted cyclopentenones
… kinetic lithium, copper and quaternary ammonium enolates generated from 5-exo-substituted tricyclodecadienones with alkylhalides were unsuccessful. Even in the presence of strong cation solvating hexamethylphosphoramide (HMPA) (±30% co-solvent), lithium enolates proved inert. However, trapping …
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Some uses of tin compounds in organic synthesis.
… synthesis of allyl stannanes. s-stannyl ester enolates were treated with aldehydes to give alcol products with fairly good stereoselectivity: (~) and (~) enolates gave major products with different aldol relative stereochemistry. These aldols could be converted to s - hydroxy acids, then …
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The Synthesis of Lauraceae Lactones: Obtusilactones, Litsenolides, and Mahubanolides
… esters were made by quenching their lithium enolates with phenylselenenyl chloride. Addition to acrolein, followed by oxidation and selenoxide elimination gave the corresponding (alpha),(beta)-unsaturated esters bearing a 1-hydroxy-2-propenyl group at the (alpha)-carbon. Similarly, addition …
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PART I PREPARATION OF NOVEL LACTONES AND THEIR PRECURSORS DERIVED FROM METHYL SALICYLATE PART II NUCLEOPHILIC AROMATIC SUBSTITUTION IN A DINITROSALICYLIC LACTONE WITH RING OPENING AND ELIMINATION VIA MEISENHEIMER INTERMEDIATES
… sulfides, thiocyanate, cyanide, and several enolates. Reaction with a nucleophile was accompanied by the consistent loss of the (beta)-hydroxyethoxy unit. In several of these experiments, the isolation and characterization of Meisenheimer complexes was possible. The Meisenheimer …
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Some chemistry of chromenes and chromanones
… the trans-bromohydrins. The generation of metal enolates from chroman-4-ones has been achieved by reaction with lithium diisopropylamide. The lithium enolates have been trapped as their silyl enol ethers by reaction with trimethylstlyl chloride. Alkylation at C-3 occurred on reaction with …
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1. C-C Bond Formation via Soft Enolization and Umpolung-like Chemistry 2. Electrophilic Fluorination of Organozinc Reagents
… via addition of their corresponding (aza) enolates to alkyl halides is a fundamental synthetic transformation but has been historically less explored despite its potential widespread utility. Our approach towards uses a novel β-silylated azoalkenes intermediate towards …
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Development of transitional metal-catalyzed reactions for organic synthesis
… for the arylation of methyl and cyclic ketone enolates with o-halonitroarenes was developed. An unusual additive effect of phenols on the outcome of the reaction was observed and explored. This process has provided for the regioselective synthesis of a wide variety of substituted indoles from …
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The development and synthetic applications of Ti- and Pd-catalyzed processes
… Indolines The Pd-catalyzed ca-arylation of enolates is a rapidly growing area of chemistry due its usefulness in constructing key C-C bonds. After thorough optimization, we have identified a catalyst system for the regioselective y-arylation of ketone dienolates, allowing for a convenient …
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IMPROVED SYNTHESIS OF 3-ARYL-ISOXAZOLES AS INTERMEDIATES FOR NOVEL G-QUADRUPLEX BINDING ANTI-TUMOR AGENTS
… of either triethyl amine as a base or sodium enolates of diketone, ketoester and ketoamide dipolarophiles gave much higher yields as well as fewer by-products from the NOC. Here-in is reported the improved synthesis of 3-aryl-isoxazoles via an adaption of the BHMS method. Included in this …
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IMPROVED SYNTHESIS OF 3-ARYL-ISOXAZOLES AS INTERMEDIATES FOR NOVEL G-QUADRUPLEX BINDING ANTI-TUMOR AGENTS
… of either triethyl amine as a base or sodium enolates of diketone, ketoester and ketoamide dipolarophiles gave much higher yields as well as fewer by-products from the NOC. Here-in is reported the improved synthesis of 3-aryl-isoxazoles via an adaption of the BHMS method. Included in this …
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Nucleophilic Addition to Azoalkenes; Diastereoselective Synthesis of β-Hydroxy Ketones and β,γ-Fused γ-Lactams
… by the addition of their corresponding enolates to alkyl halides is a fundamental synthetic transformation, but its utility is limited because the key bond-forming step proceeds in a bimolecular nucleophilic substitution fashion. Here in the first part of the dissertation, we describe …
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Rhodium-catalyzed Asymmetric Carbon-Carbon Bond Formation Leading to the Development of Rhodium/Palladium Multi-metal Catalysis
… (ARO) of strained bicyclic alkenes using silyl enolates. The development of this method achieved a highly enantioselective addition of alkyl fragments onto bicyclic alkenes, affording broad scope, mild reaction conditions, and high functional group tolerance. The synthetic utility of the method …
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