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Showing 1 to 20 of 29 for “"Heck reaction"”.
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Development and application of a borylative heck reaction and towards the total synthesis of nimbolide
Submission original under an indefinite embargo labeled 'Open Access'. The submission was exported from vireo on 2024-03-01 without embargo terms
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Chirality Transfer in Acyclic Allylic Systems and New Pd-Catalyzed Heck Reaction/C-H Activation Cascades
… was assessed for an intra- and an intermolecular reaction. The thermal [2,3] sigmatropic rearrangement of acyclic allylic phosphinites proved to be highly enantioselective, even at 110 °C and led to enantiomerically pure allylic phosphine oxides. The substitution pattern of the substrate and the …
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Development of a Ni-Catalyzed Enantioselective Intramolecular Mizoroki- Heck Reaction for the Synthesis of Phenanthridinone Derivatives
… coupled to the desymmetrizing Mizoroki-Heck reaction is a novel synthetic tool to form potentially bioactive phenanthridinone analogs from inexpensive and easily available starting materials. This work describes a rare example of the direct replacement of palladium for nickel in our …
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The nickel-catalyzed Mizoroki-Heck reaction : high regioselectivity in Olefin migratory insertion and photoredox-enabled indoline formation
… ...] Achieving high selectivity in the Heck reaction of electronically unbiased alkenes has been a longstanding challenge. Using a nickel-catalyzed cationic Heck reaction, we were able to achieve excellent selectivity for branched products (>/=19:1 in all cases) over a wide range of aryl …
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Exploration of the use of Palladium and Nickel to Catalyze Enolate Cross-coupling and the Enantioselective Mizoroki-Heck Reaction.
… We also report efforts towards applying our reaction conditions to other α,β-unsaturated ketones and esters to expand the scope of our reaction conditions. </p> <p>In addition, we utilized palladium to catalyze the enantioselective asymmetric intramolecular Mizoroki-Heck reaction to produce …
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Oxidative Heck Reactions with Terminal Olefins
Sequential transformations in a single reaction have the potential to dramatically increase efficiency with respect to resources, time, and number of steps to access key intermediates. When sequential C-H bonds are activated a bifunctional handle arises from seemingly inert functionality. This work …
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Chemoenzymatic Synthesis of ent-Neopinone
… Escherichia coli JM109(pDTG601) and features a Heck reaction, aldol condensation and a 1,6-conjugate addition.
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Development of site-specific RNA labeling strategies to probe alternative RNA splicing
… for the synthesis of C-ribonucleosides, with a Heck reaction as the key step. Specifically, its application in the synthesis of the Z ribonucleoside developed by the Benner group is investigated. The chapter starts with re-introducing the Z/P pair developed by the Benner group and highlighting …
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Novel synthesis of 3,4-fused indoles
… The key steps are two palladium-catalyzed reactions, an intramolecular Heck reaction followed by a reductive N-heteroannulation. Using this route, a number of 3,4-fused indoles were prepared in acceptable yields.
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Synthesis of unnatural analogues of narciclasine: Chemoenzymatic synthesis of 2-epi-1-hydroxymethylnarciclasine
… an arene, Stille coupling, and an intramolecular Heck reaction to affect key transformations. The synthesis of the targeted C-1 analogues addresses a gap in literature where few narciclasine analogues have been prepared, with no C-1 homologues existing to date. The synthetic route to …
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Approaches Towards a Total Synthesis of Daphenylline
… rearrangement, intramolecular Heck Reaction, and Intermolecular Diels-Alder/benzannulation strategies. Efforts towards the synthesis of daphenylline’s D ring are discussed. A terse introduction to the scientific literature of daphniphyllum alkaloids and a comprehensive overview …
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A novel, versatile D-BCD steroid construction strategy, illustrated by the total syntheses of estrone and desogestrel
… ring closing metathesis and intramolecular Heck reaction
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JULIA-KOCIENSKI APPROACH TO 4-SUBSTITUTED 1- ALKENYL-1H-1,2,3-TRIAZOLES
… at the N1 atom of the triazole. Olefination reactions of triazole-derived Julia-Kocienski reagents with paraformaldehyde gave 1-ethenyl-1H-1,2,3-triazoles. Heck reactions of these products with phenyl or p-methoxyphenyl iodide led to further functionalization of the terminal carbon, with …
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Exploration of Synthetic Pathways to Quaternary Carbon Stereocenters and Fused Ring Systems via Birch Reductions
… starting material. When coupled to complementary reactions such as the Rauhut-Currier or Mizoroki-Heck, complex drug-like structures can be rapidly formed. We have developed and reported the first example of a Lewis acid mediated Rauhut-Currier reaction as well as the first examples of an …
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The application of soluble supports in the radiochemical asymmetric total synthesis of tea flavanols.
… and so the modified Julia alkenation reaction between a labelled aryl aldehyde and a 2-(2'-arylethylsulfonyl)benzothiazole was proposed as the key step in the preparation of radiolabelled (E)-1,3-diarylpropene. A low molecular weight poly(ethyleneglycol)-monomethyl ether (MPEG, average …
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Towards the total synthesis of Agariblazeispirol C
… chemistry, specifically, a novel intramolecular Heck reaction and an intramolecular Pauson-Khand cyclisation. With regards to the construction of the main core of the molecule, the synthesis of a late stage intermediate has been accomplished. Various new strategies towards the completion of the …
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Synthesis of Resveratrol and Its Analogs, Phase-Transfer Catalyzed Asymmetric Glycolate Aldol Reaction, and Total Synthesis of 8,9-Methylamido-Geldanamycin
… analogs have been made using a decarbonylative Heck reaction. The acid chloride derived from 3,5-dihydroxybenzoic acid was coupled with suitable protected 4-hydroxystyrene in the presence of palladium acetate and N,N-bis-(2,6-diisopropylphenyl)-4,5-dihydro imidazolium chloride to give the …
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A Showcase of Functional Fluorous Materials and Their Applications
… In Chapter 5, we report the utilization of the Heck reaction for facile access to functional fluorous materials. We also showcase how this fluoroalkenyl side chain turns out to be an important functional group for lithium primary batteries.
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Synthesis and applications of atropisomeric quinazolinone phosphine ligands
… as a novel resolving agent. Several catalytic reactions including palladium-catalyzed asymmetric allylic alkylation, phosphine-catalyzed [3+2] cycloaddition of N-tosylimines with 2,3- butadienoate, and asymmetric intramolecular Heck reaction were performed. The 2-methyl group of this ligand …
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Carbon nanotube-based chemical sensing
… using conditions for the aerobic oxidative Heck reaction. The sensors mirror the catalytic processes and selectively respond to electron deficient alkenes by adapting a catalytic reaction system to modulate the doping levels in carbon nanotubes. In Chapter 4, we introduce sensor arrays …
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