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Showing 1 to 7 of 7 for “"Allenoates"”.
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Lewis Base Promoted Annulations of Allenoates with 1,4-Naphthoquinones
<p>Lewis base promoted cyclization of allenoates with electron deficient olefins open up the possibility to generate more complex organic structures. By generating more complex molecules, we are able to produce new compounds for biomedical and material applications. Both phosphine and amine Lewis …
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Chiral phosphine-catalyzed asymmetric transformations of allenoates and alkynoates and photoinduced, copper-catalyzed C-N couplings with aromatic nitrogen ceterocycles
Chapter 1 describes the development of chiral biphenyl-derived phosphepines and their application as catalysts for an asymmetric [4 + 1] annulation to form functionalized cyclopentenes bearing a non-spirocyclic quaternary stereocenter. Additional studies demonstrate the synthetic utility of the …
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Enantioselective nucleophile-catalyzed cycloadditions
… phosphine-catalyzed [3+2] cycloadditions of allenoates are detailed in Chapter 2. A method for the asymmetric synthesis of cyclopentenes via a [3+2] cycloaddition of allenoates with enones is first discussed. This is followed by a report of our efforts to extend this [3+2] methodology to …
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Progress in nucleophilic catalysis and development of nickel-catalyzed cross-couplings of propargylic halides
… y-alkylation reaction of isomerizable allenoates. A highly enantioselective variant of this reaction is described. Chapter 2 discusses nickel-catalyzed cross-coupling reactions of secondary propargylic halides with a variety of organozinc nucleophiles. Section 2.2 describes progress …
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Activation of diboron reagents: The development of mild conditions for the synthesis of unique organoboron compounds
… with a more complex structural backbone. Allenoates are α,β,γ-unsaturated esters with orthogonal pi systems, which pose several possible difficulties with the regioselectivity of addition, not to mention known isomerizations catalyzed by copper. However, we successfully installed the boron …
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Quinolines: Novel Synthesis and Derivatives of Heterocyclic Bioactive Agents
… <p>The Lewis base-catalyzed annulation of allenoates with alkene acceptors in [3+2] cycloadditions is a new but burgeoning field. Many acceptors have been used in these reactions, but the use of quinones is unprecedented. Due to the highly reactive nature of quinones, it became necessary to …
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The development and applications of unsymmetrical diboron compounds
… A Cu-catalyzed β-boration of electrophilic allenoates with a novel sp²-sp³ hybridized diboron reagent (PDIPA) is described. This unsymmetrical diboron reagent is preactivated and allows the boration to go smoothly under mild reaction conditions. The reaction provides β-borylated β,γ- …