Diastereo- and enantioselective hydrogenation of a challenging enamide derived from 4-phenyl-2-tetralone: an appealing shortcut towards enantiopure cis-2-aminotetraline derivatives.

No abstract is available for this paper.

• Publication year

  2010

• Venue

  Chemistry - An Asian Journal

• Publication date

  2010-03-01

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1002/asia.200900441PMID 20108301
• 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.

• Efficient synthesis of chiral beta-arylisopropylamines by using catalytic asymmetric hydrogenation.

  2009cited by this paper
• Enamides and enecarbamates as nucleophiles in stereoselective C-C and C-N bond-forming reactions.

  2008cited by this paper
• An improved synthesis of cis-4-phenyl-2-propionamidotetralin (4-P-PDOT): a selective MT(2) melatonin receptor antagonist.

  2008cited by this paper
• Ruthenium-catalyzed asymmetric hydrogenation of N-(3,4-dihydro-2-naphthalenyl)-acetamide

  2008cited by this paper
• Modern Reduction Methods

  2008cited by this paper
• Enamides: valuable organic substrates.

  2008cited by this paper
• Catalytic asymmetric synthesis of alpha-amino acids.

  2007cited by this paper
• Catalytic Asymmetric Synthesis of α-Amino Acids

  2007cited by this paper
• From a chiral switch to a ligand portfolio for asymmetric catalysis.

  2007cited by this paper
• Industrial-scale synthesis and applications of asymmetric hydrogenation catalysts.

  2007cited by this paper
• 2-Aminotetraline Derivative Protects from Ischemia/Reperfusion Brain Injury with a Broad Therapeutic Window

  2007cited by this paper
• Unlocking the potential of asymmetric hydrogenation at Merck.

  2007cited by this paper
• UREAphos: supramolecular bidentate ligands for asymmetric hydrogenation.

  2007cited by this paper
• Screening of a supramolecular catalyst library in the search for selective catalysts for the asymmetric hydrogenation of a difficult enamide substrate.

  2006cited by this paper
• PipPhos and MorfPhos: privileged monodentate phosphoramidite ligands for rhodium-catalyzed asymmetric hydrogenation.

  2005cited by this paper
• Catalytic Asymmetric Synthesis: Ojima/Asymmetric Synthesis

  2005cited by this paper
• Asymmetry on large scale: the roadmap to stereoselective processes

  2005cited by this paper
• Catechol-based phosphoramidites: a new class of chiral ligands for rhodium-catalyzed asymmetric hydrogenations.

  2004cited by this paper
• New chiral phosphorus ligands for enantioselective hydrogenation.

  2003cited by this paper
• Selective Hydrogenation for Fine Chemicals: Recent Trends and New Developments

  2003cited by this paper
• Conformation by NMR of two tetralin-based receptor ligands.

  2003cited by this paper
• Ruthenium‐Catalysed Enantioselective Hydrogenation of Trisubstituted Enamides Derived from 2‐Tetralone and 3‐Chromanone: Influence of Substitution on the Amide Arm and the Aromatic Ring

  2003cited by this paper
• Rhodium/MonoPhos‐Catalysed Asymmetric Hydrogenation of Enamides

  2002cited by this paper
• Asymmetric catalysis: science and opportunities (Nobel lecture).

  2002cited by this paper
• An ortho-substituted BIPHEP ligand and its applications in Rh-catalyzed hydrogenation of cyclic enamides.

  2002cited by this paper
• Asymmetric hydrogenations (Nobel lecture).

  2002cited by this paper
• Solvias Josiphos Ligands: From Discovery to Technical Applications

  2002cited by this paper
• Asymmetrische Hydrierungen (Nobel-Vortrag) Copyright© The Nobel Foundation 2002. – Wir danken der Nobel-Stiftung, Stockholm, für die Genehmigung zum Druck einer deutschen Fassung des Vortrags.

  2002cited by this paper
• Synthesis and first applications of a new family of chiral monophosphine ligand: 2,5-diphenylphosphospholanes

  2002cited by this paper
• Asymmetrische Katalyse: Kenntnisstand und Perspektiven (Nobel-Vortrag) Copyright© The Nobel Foundation 2002. – Wir danken der Nobel-Stiftung, Stockholm, für die Genehmigung zum Druck einer deutschen Fassung des Vortrags.

  2002cited by this paper
• Enantioselective Hydrogenation of the Tetrasubstituted C=C Bond of Enamides Catalyzed by a Ruthenium Catalyst Generatedin situ

  2001cited by this paper
• Synthesis of Some Ferrocene‐Based 1,3‐Bis(phosphanes) with Planar Chirality as the Sole Source of Chirality

  2000cited by this paper
• Optically Active Amine Derivatives: Ruthenium-Catalyzed Enantioselective Hydrogenation of Enamides

  1999cited by this paper
• New route to optically active amine derivatives: ruthenium-catalyzed enantioselective hydrogenation of ene carbamates

  1999cited by this paper
• Highly Enantioselective Hydrogenation of Cyclic Enamides Catalyzed by a Rh-PennPhos Catalyst.

  1999cited by this paper
• Comprehensive Asymmetric Catalysis I–III

  1999cited by this paper
• Alternative synthesis of the chiral atypical β-adrenergicphenylethanolaminotetraline agonist SR58611A using enantioselective hydrogenation

  1999cited by this paper
• Bioisosteric approach in the design of new dopaminergic/serotonergic ligands.

  1998cited by this paper
• Melatonin receptor antagonists that differentiate between the human Mel1a and Mel1b recombinant subtypes are used to assess the pharmacological profile of the rabbit retina ML1 presynaptic heteroreceptor

  1997cited by this paper
• Asymmetric Synthesis of MK-0499

  1995cited by this paper
• Practical asymmetric hydrogenation of β-keto esters at atmospheric pressure using chiral Ru (II) catalysts

  1995cited by this paper
• 1-Phenyl-3-amino-1,2,3,4-tetrahydronaphthalenes and related derivatives as ligands for the neuromodulatory sigma 3 receptor: further structure-activity relationships.

  1995cited by this paper
• Dopamine receptor agonists. I. Synthesis and pharmacological evaluation of 4-aryl-substituted analogues of 6,7-dihydroxy-2-amino tetralin (6,7-ADTN) and related indane compounds

  1992cited by this paper
• Enantioselective hydrogenation of allylic and homoallylic alcohols

  1987cited by this paper
• Homogeneous Asymmetric Hydrogenation Using a Chiral Phosphinite Derivative of Carbohydrates as Ligand

  1986cited by this paper
• The Formation of cis- and trans-Perhydrobenzofurans from 2-(2-Methoxycyclohexyl)ethanol Derivatives. Reactions Proceeding through Methoxyl Participation

  1964cited by this paper

• Highly enantioselective synthesis of terutroban key intermediate via asymmetric hydrogenation

  2014cites this paper
• R)‐1‐[(1R)‐1‐(Dicyclohexylphosphino) ethyl]‐2‐(diphenylphosphino)‐ferrocene and (2S)‐1‐[(1R)‐1‐(Dicyclohexylphosphino) ethyl]‐2‐(diphenylphosphino)‐ferrocene (Josiphos)

  2014cites this paper
• Synthesis and configuration determination of all enantiopure stereoisomers of the melatonin receptor ligand 4-phenyl-2-propionamidotetralin using an expedient optical resolution of 4-phenyl-2-tetralone.

  2012cites this paper
• Direct, one-pot reductive alkylation of anilines with functionalized acetals mediated by triethylsilane and TFA. Straightforward route for unsymmetrically substituted ethylenediamine.

  2011cites this paper