Search Results - "Rainier, Jon D."
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The Synthesis of Indoline and Benzofuran Scaffolds Using a Suzuki–Miyaura Coupling/Oxidative Cyclization Strategy
Published in Organic letters (06-09-2013)“…The generation of indolines and benzofurans from the combination of Suzuki–Miyaura coupling reactions with oxidative cyclizations is described…”
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2
Synthesis of the ABCDEF and FGHI ring system of yessotoxin and adriatoxin
Published in Journal of antibiotics (01-04-2016)“…Yessotoxin and adriatoxin are members of the polycyclic ether family of marine natural products. Outlined in this article is our synthetic approach to two…”
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3
An Expeditious Synthesis of C(3)−N(1′) Heterodimeric Indolines
Published in Journal of the American Chemical Society (01-10-2008)“…This paper describes the efficient and relatively simple synthesis of C(3)−N(1′) heterodimeric indolines from the addition of indole nucleophiles to readily…”
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4
Olefinic Ester and Diene Ring-Closing Metathesis Using a Reduced Titanium Alkylidene
Published in Journal of the American Chemical Society (24-10-2007)“…This manuscript describes the use of a reduced titanium ethylidene reagent in olefinic ester cyclization reactions and diene RCM reactions…”
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5
ASIC1 and ASIC3 play different roles in the development of Hyperalgesia after inflammatory muscle injury
Published in The journal of pain (01-03-2010)“…Acid-sensing ion channels (ASICs) respond to acidosis that normally occurs after inflammation. We examined the expression of ASIC1, ASIC2, and ASIC3 mRNAs in…”
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6
Highly Diastereoselective Sulfonium Ylide Rearrangements to Quaternary Substituted Indolines
Published in Angewandte Chemie (International ed.) (07-07-2008)“…Quat. centers: Sulfonium ylide intermediates generated from halogenated vinyl diazoacetates and 2‐thioindoles in the presence of a RhII complex undergo highly…”
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7
2-Thioindoles as Precursors to Spiro-Fused Indolines: Synthesis of (±)-Dehaloperophoramidine
Published in Angewandte Chemie International Edition (26-06-2006)“…Closing the ring: The cyclization of a 2‐thioindole with an electrophilic substituent serves as the key transformation in a synthetic strategy for the…”
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The ladder-shaped polyether toxin gambierol anchors the gating machinery of Kv3.1 channels in the resting state
Published in The Journal of general physiology (01-03-2013)“…Voltage-gated potassium (Kv) and sodium (Nav) channels are key determinants of cellular excitability and serve as targets of neurotoxins. Most marine…”
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Harnessing Glycal-Epoxide Rearrangements: The Generation of the AB, EF, and IJ Rings of Adriatoxin
Published in Angewandte Chemie (International ed.) (01-01-2008)“…Climbing the ladder: The generation of three bicyclic subunits of adriatoxin (see structure) was accomplished by using glycal‐epoxide rearrangements,…”
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10
A gram-scale synthesis of very-long chain polyunsaturated fatty acids (VLC-PUFAs)
Published in Organic & biomolecular chemistry (15-05-2024)“…This manuscript describes our third generation, gram-scale synthesis of very long chain-polyunsaturated fatty acids (VLC-PUFAs), a unique and increasingly…”
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11
Photoelectrocyclization Reactions of Conjugated Cycloalkenones: Scope and Reactivity
Published in Journal of organic chemistry (17-04-2020)“…Outlined here are studies exploring the scope of the sequential photoelectrocyclization, [1,5]-hydride shift of conjugated bis-aryl cycloalkenone substrates…”
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12
A Polyether Biotoxin Binding Site on the Lipid-Exposed Face of the Pore Domain of KV Channels Revealed by the Marine Toxin Gambierol
Published in Proceedings of the National Academy of Sciences - PNAS (16-06-2009)“…Gambierol is a marine poly cyclic ether toxin belonging to the group of ciguatera toxins. It does not activate voltage-gated sodium channels (VGSCs) but…”
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Gambierol, a toxin produced by the dinoflagellate Gambierdiscus toxicus, is a potent blocker of voltage-gated potassium channels
Published in Toxicon (Oxford) (01-05-2008)“…In this study, we pharmacologically characterized gambierol, a marine polycyclic ether toxin which is produced by the dinoflagellate Gambierdiscus toxicus…”
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Stereodivergent Photoelectrocyclization Reactions of Bis-aryl Cycloalkenones: Intercepting Photoelectrocyclization Intermediates with Acid
Published in Organic letters (01-11-2019)“…Described here are tandem photoelectrocyclization and [1,5]-hydride shift reactions of heteroaryl-containing bis-aryl cyclohexenone derivatives that give…”
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15
Total Synthesis of Gambierol: The Generation of the A-C and F-H Subunits by Using a C-Glycoside Centered Strategy
Published in Chemistry : a European journal (08-02-2006)“…Gambierol, a representative of the marine ladder toxin family, consists of eight ether rings, 18 stereocenters, and two challenging pyranyl rings having methyl…”
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TRPV1 as a key determinant in ciguatera and neurotoxic shellfish poisoning
Published in Biochemical and biophysical research communications (14-09-2007)“…Ciguatera fish poisoning and neurotoxic shellfish poisoning are distinct clinical entities characterized by gastrointestinal and neurological disturbances,…”
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The Role of N-Substitution in Regio- and Stereoselective Vinylogous Imidonaphthoquinone (VINAquinone) [2 + 2] Photocycloadditions
Published in Organic letters (14-06-2024)“…Described in this manuscript are intramolecular [2 + 2] photocycloadditions of readily available vinylogous imidonaphthoquinones whose regio- and…”
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18
Influence of lipid-soluble gating modifier toxins on sodium influx in neocortical neurons
Published in The Journal of pharmacology and experimental therapeutics (01-08-2008)“…The electrical signals of neurons are fundamentally dependent on voltage-gated sodium channels (VGSCs), which are responsible for the rising phase of the…”
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Total Synthesis of Gambierol: Subunit Coupling and Completion
Published in Chemistry : a European journal (08-02-2006)“…The preceding manuscript detailed our synthesis of the gambierol A–C and F–H ring precursors. Reported herein is a description of the coupling of the two…”
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The one-pot synthesis of amidonapthoquinones from aminonaphthoquinones
Published in Tetrahedron letters (23-04-2020)“…[Display omitted] •The efficient synthesis of amidonapthoquinones from aminoquinones.•Coupling the one-pot reduction of quinones with amide formation and…”
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