A Raney-cobalt-mediated tandem reductive cyclization route to the 1,5-methanoazocino[4,3-b]indole framework of the uleine and Strychnos alkaloids.

No abstract is available for this paper.

• Publication year

  2012

• Venue

  Journal of Organic Chemistry

• Publication date

  2012-11-20

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/jo302132dPMID 23094681
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Synthesis of optically active 4-substituted 2-cyclohexenones.

  2012cited by this paper
• Is there no end to the total syntheses of strychnine? Lessons learned in strategy and tactics in total synthesis.

  2012cited by this paper
• Application of a Raney-cobalt-mediated tandem reductive cyclization protocol to total syntheses of the Aspidosperma alkaloids (±)-limaspermidine and (±)-1-acetylaspidoalbidine.

  2012cited by this paper
• Construction of 1,2,5‐Tricarbonyl Compounds using Methyl Cyanoacetate as a Glyoxylate Anion Synthon Combined with Copper(I) Iodide‐Catalyzed Aerobic Oxidation

  2011cited by this paper
• Total synthesis of (+)-condylocarpine, (+)-isocondylocarpine, and (+)-tubotaiwine.

  2011cited by this paper
• Expedient synthesis of 3-substituted cycloalkanones via a Pd-catalyzed decarboxylative protonation protocol

  2009cited by this paper
• Kopsiyunnanines F and isocondylocarpines: new tubotaiwine-type alkaloids from Yunnan Kopsia arborea

  2009cited by this paper
• Organocatalytic asymmetric Diels-Alder reactions of 3-vinylindoles.

  2008cited by this paper
• A new acyl radical-based route to the 1,5-methanoazocino[4,3-b]indole framework of uleine and Strychnos alkaloids.

  2008cited by this paper
• Enantioselective synthesis of (--)-gilbertine via a cationic cascade cyclization.

  2004cited by this paper
• Modulation of the Reactivity Profile of IBX by Ligand Complexation: Ambient Temperature Dehydrogenation of Aldehydes and Ketones to α,β‐Unsaturated Carbonyl Compounds

  2002cited by this paper
• Oxidation of silyl enol ethers by using IBX and IBX.N-oxide complexes: a mild and selective reaction for the synthesis of enones.

  2002cited by this paper
• Total synthesis of (-)-strychnine.

  2002cited by this paper
• Modulation of the reactivity profile of IBX by ligand complexation: ambient temperature dehydrogenation of aldehydes and ketones to alpha,beta-unsaturated carbonyl compounds.

  2002cited by this paper
• Total synthesis of (+/-)-aspidospermidine.

  2000cited by this paper
• A Catalytic Asymmetric Synthesis of Tubifolidine.

  1998cited by this paper
• Enantio- and diastereocontrolled synthesis of (−)-19(S)-acetoxy-N1-acetyl-20-epitubifolidine

  1998cited by this paper
• Safe and Convenient Procedure for Solvent Purification

  1996cited by this paper
• Total Synthesis of Uleine-Type and Strychnos Alkaloids through a Common Intermediate

  1994cited by this paper
• Direct α-iodination of cycloalkenones

  1992cited by this paper
• A new synthetic entry to pentacyclic Strychnos alkaloids. Total synthesis of (.+-.)-tubifolidine, (.+-.)-tubifoline, and (.+-.)-19,20-dihydroakuammicine

  1990cited by this paper
• Synthetic entry to 8-(o-nitrophenyl-2-azabicyclo[3.3.1]nonan-7-ones. Intermediates for the synthesis of strychnos-type systems.

  1988cited by this paper
• A new synthetic entry to pentacyclic Strychnos indole alkaloids

  1985cited by this paper
• Studies on the synthesis of pentacyclic strychnos indole alkaloids. photocyclization of n-chloroacetyl-1,2,3,4,5,6-hexahydro-1,5-methanoazocino[4,3-b]indole derivatives

  1985cited by this paper
• Dimethyl(methylthio)sulfonium tetrafluoroborate initiated organometallic additions to and macrocyclizations of thioketals

  1985cited by this paper
• Rapid chromatographic technique for preparative separations with moderate resolution

  1978cited by this paper

• A Synthesis of Novel Tetracyclic Azocino[4,3‐b]Indole Framework: Combined Spectroscopic, DFT, Molecular Docking, and ADMET Analysis

  2026cites this paper
• A New Method for the Construction of the 1,5-Methanoazocino[4,3-b]indole Rings of Strychnos Alkaloids

  2025cites this paper
• Strychnos alkaloids: total synthesis, characterization, DFT investigations, and molecular docking with AChE, BuChE, and HSA

  2022cites this paper
• Aspidosperma and Strychnos alkaloids: Chemistry and biology.

  2021cites this paper
• An Effective Approach to the Strychnos Alkaloids: Total Synthesis of Tubifolidine

  2021cites this paper
• Cyanomethylation of 2,3,4,9-tetrahydro-1H-carbazol-1-one based on using two different reagents: antioxidant activity and DFT studies

  2021cites this paper
• Structural, electronic, and spectroscopic study on 1,5-methanoazocino[4,3-b]indole synthesized by TFB-based route

  2021cites this paper
• A New Approach to the Total Synthesis of 20-Deethyltubifolidine and an Entry to the Azocino[4,3-b]indoles

  2020cites this paper
• Recent progress in the total synthesis of Strychnos alkaloids.

  2020cites this paper
• Spectroscopic (FT-IR, NMR) and Computational Investigation of 2-(2-Aminoethyl)-1,2,3,4,9-Tetrahydrocarbazole: NBO, NLO, FMO, MEP Analysis

  2019cites this paper
• The Palladium-Catalyzed Ullmann Cross-Coupling Reaction: A Modern Variant on a Time-Honored Process.

  2018cites this paper
• An improved synthesis, spectroscopic (FT-IR, NMR) study and DFT computational analysis (IR, NMR, UV–Vis, MEP diagrams, NBO, NLO, FMO) of the 1,5-methanoazocino[4,3-b]indole core structure

  2018cites this paper
• Enantioselective Construction of the ABCDE Pentacyclic Core of the Strychnos Alkaloids.

  2017cites this paper
• Cinchona alkaloid derivatives

  2017cites this paper
• Facile synthesis of the azocino[4,3-b]indole framework of strychnopivotine and other Strychnos alkaloids

  2016cites this paper
• A Raney Cobalt Mediated Reductive Cyclization Route to the Uleine Alkaloid Gilbertine.

  2016cites this paper
• Palladium-Catalyzed Ullmann Cross-Coupling/Tandem Reductive Cyclization Route to Key Members of the Uleine Alkaloid Family.

  2016cites this paper
• Synthesis of Spirocyclic Indolenines.

  2016cites this paper
• A Formal Total Synthesis of (±)-Kopsihainanine A Using a Raney-Cobalt Mediated Reductive Cyclization Route to Polyhydroquinolines.

  2016cites this paper
• Advances in Dearomatization Strategies of Indoles

  2015cites this paper
• Minimalist Relativistic Force Field: Prediction of Proton-Proton Coupling Constants in (1)H NMR Spectra Is Perfected with NBO Hybridization Parameters.

  2015cites this paper
• Experimental Studies on the Selective β-C-H Halogenation of Enones.

  2015cites this paper
• Evolution of a short route to strychnine by using the samarium-diiodide-induced cascade cyclization as a key step.

  2015cites this paper
• Concise Total Synthesis of 20-Deethyl-4-demethyldasycarpidone

  2015cites this paper
• RANEY® cobalt--an underutilised reagent for the selective cleavage of C-X and N-O bonds.

  2014cites this paper
• Pyrazolo[1,4]diazepines as non-peptidic probes of the oxytocin and vasopressin receptors

  2014cites this paper
• Oxidations and Reductions in Domino Processes

  2013cites this paper
• Reactions of nitrogen nucleophiles with enantiopure cyclohexenyl electrophiles: a stereo‐ and regio‐ selective study

  2013cites this paper
• Towards the core structure of Strychnos alkaloids using samarium diiodide-induced reactions of indole derivatives.

  2013cites this paper
• Convergent total syntheses of the Amaryllidaceae alkaloids lycoranine A, lycoranine B, and 2-methoxypratosine.

  2013cites this paper