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Showing 1 to 20 of 30 for “"natural product synthesis"”.
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Applications of the achmatowicz rearrangement in natural product synthesis
… has been shown to be an inhibitor of DNA and RNA synthesis and have potent cytotoxic activity in vivo. The Ajudazols A and B were isolated in 2004 and have antifungal activity against several important food spoilers. The work that follows details the design and development of a novel method for …
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Investigation of metal mediated reactions for natural product synthesis
… This methodology has been applied for the synthesis of several natural products including dihydroxylated-amino acids. Further investigation of substrates for the rearrangement led to the synthesis of other substituted trichloroacetimidates. Rearrangement of these compounds demonstrated the …
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Studies in Marine Natural Product Synthesis, Isolation and Ecology
… thennew synthetic route, including the antiviral natural product 11-hydroxyascididemin. 11-Methoxyascididemin was selected for hollow fiber evaluation. Two bromine containing ring D analogues were prepared, including the antifungal natural product 2-bromoleptoclinidinone. A crystal structure on …
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Application of Mn(III) Oxidative Cyclizations to Natural Product Synthesis
… as a possible route towards a family of natural products called the flinderoles. Work on the construction of the core of several indole alkaloids from the genus Tabernaemontana, including tronocarpine, chippiine, and dippinine B, will be explored with utilization of manganese(III) …
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Development of algorithmically prioritized methods for generalized natural product synthesis
The synthesis of small molecule natural products has long captivated the attention of chemists and has generally proceeded via custom solutions to specific molecules. We propose to instead utilize a human guided algorithm to analyze a building block approach to natural products and identify key …
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Sigma factor engineering for natural product synthesis in Actinoplanes sp. SE50/110
… acarbose, which is industrially produced by its natural producer, the soil bacterium *Actinoplanes* sp. SE50/110. While the acarbose biosynthesis (*acb*) gene cluster and the respective pathway have been extensively studied over decades, key regulatory elements for the understanding of acarbose …
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Applications of titanium-mediated reductive coupling and cyclocarbonylation reactions toward natural product synthesis
… cyclocarbonylation of tethered dienals for the synthesis of prostaglandin analogues, in particular PGF<sub>2α</sub> and methyl jasmonate. Based on this hetero Pauson-Khand strategy, we have established an efficient racemic route to both the prostaglandin and the methyl jasmonate core skeletons. …
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Strategic Applications of Tandem Reactions in Complex Natural Product Synthesis: Rapid Access to the (Iso)Cyclocitrinol Core
… Professor James Leighton and myself toward the synthesis of the tetracyclic core of a class of steroidal natural products known as the cyclocitrinols. Our initial work in this area was performed on racemic model systems in order to validate our ring contraction-Cope rearrangement strategy. Novel …
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Development of a catalytic enantioselective intramolecular Stetter reaction: catalyst development and synthetic applications
… have been investigated in the arena of natural product synthesis. Progress has been made utilizing the Stetter reaction for a key bond construction in an effort to enantioselectively synthesize a complex alkaloid. The key Stetter reaction in this system affords the desired product in …
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Viridiofungins and xeniolide F: target oriented synthesis using different rearrangement reactions of a common substrate class
The present dissertation covers the total synthesis of viridiofungin triesters and studies toward the total synthesis of xeniolide F. In both cases, sigmatropic rearrangements of α-allyloxy substituted α,β-unsaturated esters are employed: for the viridiofungin ester synthesis a [2,3]-Wittig …
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Towards a Formal Total Synthesis of Triptolide Via a Gold-catalyzed Cyclization Cascade
… the progress made towards a formal total synthesis of triptolide, a naturally occurring diterpenoid triepoxide molecule. Isolated from a Chinese vine, triptolide features some interesting structural characteristics and has demonstrated a broad range of interesting medicinal effects. It has …
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Studies towards Selective Synthesis of Resveratrol-based Oligomeric Natural Products
… in the field of resveratrol-based oligomeric natural product synthesis. Both biosynthetic approaches and stepwise synthetic approaches are discussed to present the current level of understanding regarding the controlled synthesis of these molecules in order to place the studies described in …
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Synthesis of pyrrolizidine diols via azide-diene cycloadditions
… [4+1] annulation methodology in the context of natural product synthesis was demonstrated by extending its applicability to the heteroatom (nitrogen) case thus allowing access to the alkaloid field. This novel methodology involved the intramolecular union of a hypovalent nitrogen atom equivalent …
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Preparation of Substituted Enol Derivatives from Terminal Alkynes and Progress Toward the Total Synthesis of Nigricanoside A
… derivatives in the context of asymmetric and natural product synthesis. Finally, the alkenyl alane intermediates are shown to be efficiently aminated to afford ene-hydrazine products. The second chapter involves the progress towards the asymmetric synthesis and structural assignment of …
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New Approaches Towards the Asymmetric Allylation of the Formyl and Imino Groups via Strained Silane Lewis Acids
… alcohols and amines are considered privileged products given their important role as building blocks in natural product synthesis. The new approaches reported herein are focused on expanding the scope of imine allylation reactions and gaining full synthetic utility of the corresponding …
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The application of organocatalytic Asymmetric Epoxidation
In the field of research of target natural product synthesis, catalytic asymmetric synthesis has become a vital tool to obtain enantiomerically pure compounds, and is often used in the synthesis of natural products as a key step.1 For example, the asymmetric dihydroxylation was used in synthesis of …
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Biomimetic synthesis of meroterpenoid natural products using dearomatization strategies
Synthetic efforts towards various meroterpenoid natural products based on biosynthetic speculation were undertaken in order to gain biosynthetic insight and to develop efficient syntheses of some structurally complex, biologically active compounds. The first total synthesis of the PPAP natural …
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