First synthesis of optically pure propargylic N-hydroxylamines by direct, highly diastereoselective addition of terminal alkynes to nitrones.

No abstract is available for this paper.

• Publication year

  2002

• Venue

  Angewandte Chemie

• Publication date

  2002-08-16

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1002/1521-3757(20020816)114:16<3180::AID-ANGE3180>3.0.CO;2-LPMID 12203456
• 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.

• N-hydroxyformamide peptidomimetics as TACE/matrix metalloprotease inhibitors: oral activity via P1' isobutyl substitution.

  2001cited by this paper
• Direct addition of TMS-acetylene to aldimines catalyzed by a simple, commercially available Ir(I) complex.

  2001cited by this paper
• The discovery of novel reactivity in the development of C-C bond-forming reactions: in situ generation of zinc acetylides with Zn(II)/R(3)N.

  2000cited by this paper

• Catalytic Enantioselective Alkyne Addition to Nitrones Enabled by Tunable Axially Chiral Imidazole-Based P,N-Ligands.

  2024cites this paper
• AgNPs Embedded in Porous Polymeric Framework: A Reusable Catalytic System for the Synthesis of α-Alkylidene Cyclic Carbonates and Oxazolidinones via Chemical Fixation of CO2

  2023cites this paper
• Synergistic mechanism of nitrogen addition and dissolution on the corrosion behavior of diamond-like‑carbon films on HP13Cr stainless steel surface

  2022cites this paper
• Metal-Free Doubly Decarboxylative Three-Component Reaction: Synthesis of Propargyl Amines

  2021cites this paper
• Highly Enantioselective Synthesis of Propargyl Amide with Vicinal Stereocenters through Ir-Catalyzed Hydroalkynylation.

  2020cites this paper
• Enantioselective Synthesis of Cyclic Nitrones and Oxime Ethers by Chemoselective Allylic Alkylation of Oximes

  2020cites this paper
• ZnI2-catalyzed carbocyclization of arylalkynes leads to the synthesis of polysubstituted dihydro- and tetrahydroquinoline derivatives

  2020cites this paper
• The Catalytic, Enantioselective F avorskii Reaction: In Situ Formation of Metal Alkynylides and Their Additions to Aldehydes

  2019cites this paper
• Highly Efficient Aqueous Synthesis of Propargylamines through C-H Activation Catalyzed by Magnetic Organosilica-Supported Gold Nanoparticles as an Artificial Metalloenzyme

  2018cites this paper
• CuSO4-Catalyzed Direct One-Pot Synthesis of Terminal Propargylic Amines from Trimethylsilylacetylene, Amines and Aldehydes through Fluoride-Free Desilylation

  2017cites this paper
• Synthesis and Reactivity of Propargylamines in Organic Chemistry.

  2017cites this paper
• Sustainable metal catalysis in CH activation

  2017cites this paper
• Synthesis and application of N-hydroxy(tetrahydrofuran-2-yl)amines

  2017cites this paper
• Chiral Auxiliaries and Catalysts

  2017cites this paper
• Silver salt catalyzed synthesis of 1,4-oxathian-3-imine derivatives

  2016cites this paper
• Access to the 2H-Tetrahydro-4,6-dioxo-1,2-oxazine Ring System from Nitrone via a Tandem Nucleophilic Addition and Transesterification Reaction.

  2016cites this paper
• N-O linkage in carbohydrates and glycoconjugates.

  2016cites this paper
• Isoxazolidine: A Privileged Scaffold for Organic and Medicinal Chemistry.

  2016cites this paper
• Zinc Iodide‐Mediated Direct Synthesis of 2,3‐Dihydroisoxazoles from Alkynes and Nitrones

  2016cites this paper
• Copper catalysed alkynylation of tertiary amines with CaC2via sp3 C–H activation

  2016cites this paper
• Diastereoselective synthesis of propargylic N-hydroxylamines via NHC-copper(I) halide-catalyzed reaction of terminal alkynes with chiral nitrones on water.

  2015cites this paper
• Synthesis of tetrasubstituted propargylamines from cyclohexanone by solvent-free copper(II) catalysis

  2015cites this paper
• BF3-Mediated cis-Selective Cycloaddition of O-Silyloxime with Alkenes.

  2015cites this paper
• Decarboxylative dipropargylation of primary amines with propiolic acids and formaldehyde via metal-free coupling

  2015cites this paper
• Silver(I) complexes as efficient source for silver oxide nanoparticles with catalytic activity in A3 coupling reactions

  2015cites this paper
• Zinc‐Catalyzed CC Bond Formation

  2015cites this paper
• Zinc reagents as non-noble catalysts for alkyne activation

  2015cites this paper
• Catalytic Enantioselective Addition of Terminal Alkynes to Carbonyls

  2014cites this paper
• Catalyst-free activation of methylene chloride and alkynes by amines in a three-component coupling reaction to synthesize propargylamines.

  2014cites this paper
• Asymmetric synthesis of α,α-disubstituted amino acids by cycloaddition of (E)-ketonitrones with vinyl ethers.

  2014cites this paper
• Addition To C=N Bonds

  2014cites this paper
• Aerobic cross-dehydrogenative coupling of terminal alkynes and tertiary amines by a combined catalyst of Zn2+ and OMS-2

  2014cites this paper
• 1.07 Recent Advances in Organozinc Reagents

  2014cites this paper
• The first zinc-catalyzed oxidation of sulfides to sulfones using H2O2 as green oxidant

  2014cites this paper
• Catalytic Conjugate Additions of Alkynes

  2014cites this paper
• Silyl triflate-accelerated additions of catalytically generated zinc acetylides to N -phenyl nitrones

  2014cites this paper
• A simple protocol for NMR analysis of the enantiomeric purity of chiral hydroxylamines.

  2013cites this paper
• One‐Pot Synthesis of 3,5‐Disubstituted Isoxazoles from Propargylic Alcohols through Propargylic N‐Hydroxylamines

  2012cites this paper
• Zinc-catalyzed benzylic C–H bond oxidation

  2012cites this paper
• Synthesis of Enantiomerically Pure Isoxazolidine Monomers for the Preparation of β3‐Oligopeptides by Iterative α‐Keto AcidHydroxylamine (KAHA) Ligations

  2012cites this paper
• Efficient iron(III)-catalyzed three-component coupling reaction of alkynes, CH2Cl2 and amines to propargylamines.

  2012cites this paper
• Enantioselective, Chromatography-Free Synthesis of β3-Amino Acids with Natural and Unnatural Side Chains

  2012cites this paper
• Copper(II) catalysis provides cyclohexanone-derived propargylamines free of solvent or excess starting materials: sole by-product is water

  2012cites this paper
• Zinc-Catalyzed Organic Synthesis: CC, CN, CO Bond Formation Reactions

  2012cites this paper
• Zinc‐Catalyzed Oxidative Transformation of Benzylic Ethers: A General Procedure for Aldehyde Synthesis

  2012cites this paper
• Carbohydrate-auxiliary assisted preparation of enantiopure 1,2-oxazine derivatives and aminopolyols

  2012cites this paper
• Asymmetric Kinugasa reaction involving six-membered cyclic nitrones

  2012cites this paper
• Zinc triflate catalyzed aerobic cross-dehydrogenative coupling (CDC) of alkynes with nitrones: a new entry to isoxazoles.

  2011cites this paper
• Microwave-assisted decarboxylative three-component coupling of a 2-oxoacetic acid, an amine, and an alkyne.

  2011cites this paper
• Stereoselective vinylogous Mannich reaction of 2-trimethylsilyloxyfuran with N-gulosyl nitrones.

  2011cites this paper
• Transition Metal-Free TEMPO-Catalyzed Oxidative Cross- Coupling of Nitrones with Alkynyl-Grignard Reagents

  2011cites this paper
• Synthesis of Hydroxylamines

  2010cites this paper
• Synthetic investigations en route to chlorosulfolipids

  2010cites this paper
• Chemoselectivity and the curious reactivity preferences of functional groups.

  2010cites this paper
• Fe3O4 nanoparticles: a robust and magnetically recoverable catalyst for three-component coupling of aldehyde, alkyne and amine

  2010cites this paper
• Chemoselektivität und die eigentümlichen Reaktivitäten funktioneller Gruppen

  2010cites this paper
• Unified synthesis of enantiopure β2h, β3h and β2,3-amino acids

  2010cites this paper
• Mechanistic insights into the one-pot synthesis of propargylamines from terminal alkynes and amines in chlorinated solvents catalyzed by gold compounds and nanoparticles.

  2010cites this paper
• Density functional computations of alkynylation of nitrones catalyzed by chiral zinc(II)-complexes

  2009cites this paper
• N-GLYCOSYLHYDROXYLAMINES AS MASKED POLYHYDROXYLATED CHIRAL NITRONES IN CYCLOADDITION REACTIONS : AN ACCESS TO PYRROLIZIDINES

  2009cites this paper
• Dynamic kinetic asymmetric allylation of hydrazines and hydroxylamines.

  2009cites this paper
• Alkylzinc‐Mediated Addition of Alkynes to N‐Tosylaldimines: Enantioselective Synthesis of (E)‐(2‐En‐3‐ynyl)‐amines

  2009cites this paper
• Efficient synthesis of 4-amido-N(5)-acetyl-4-deoxyneuraminic acid and its application to the C-4 modification of sialic acids.

  2009cites this paper
• Stereoselective synthesis and characterization of new enantiomerically pure phosphoric acids.

  2009cites this paper
• InBr3-catalyzed direct alkynylation of nitrones with terminal alkynes: an efficient synthesis of N-hydroxy-propargyl amines

  2009cites this paper
• Density functional computations of alkynylation of ethanimine catalyzed by chiral zinc(II)‐complexes

  2008cites this paper
• Diastereoselective addition of alkynylalanes to carbohydrate-derived nitrones

  2007cites this paper
• Dual catalysis: a combined enantioselective Brønsted acid and metal-catalyzed reaction--metal catalysis with chiral counterions.

  2007cites this paper
• Ligand accelerated indium(III)-catalyzed asymmetric alkynylation of aldehydes with 2-methyl-3-butyn-2-ol as an ethyne equivalent donor.

  2007cites this paper
• Dual reactivity pattern of allenolates "on water": the chemical basis for efficient allenolate-driven organocatalytic systems.

  2007cites this paper
• Dimethylzinc-mediated, enantioselective synthesis of propargylic amines.

  2007cites this paper
• Addition of alkynes to aldehydes and activated ketones catalyzed by rhodium-phosphine complexes.

  2007cites this paper
• Enantioselective oxidation of O-methyl-N-hydroxylamines using monoamine oxidase N as catalyst.

  2007cites this paper
• Duale Katalyse: eine kombinierte enantioselektive Brønsted‐Säure‐ und metallkatalysierte Reaktion – Metallkatalyse mit chiralem Gegenion

  2007cites this paper
• Highly Stereoselective Synthesis of Stereochemically Defined Polyhydroxylated Propargylamines by Alkynylation of N-Benzylimines Derived from (R)-Glyceraldehyde

  2007cites this paper
• Iterative, aqueous synthesis of beta3-oligopeptides without coupling reagents.

  2006cites this paper
• Stereoselective synthesis of novel beta,gamma-epoxyhydroxylamines and 4-hydroxyalkyl-1,2-oxazetidines.

  2006cites this paper
• Cascade Reactions of Aromatic Aldehydes with Electron‐Deficient Acetylenes: Regioselective Construction of Diverse Aromatic Ring Systems

  2006cites this paper
• Rhenium-catalyzed Addition of Trimethylsilylacetylene to Aldimines

  2006cites this paper
• Asymmetric synthesis of propargylamides via 3,3'-disubstituted binaphthol-modified alkynylboronates.

  2006cites this paper
• Stereoselective Synthesis of Novel β,γ-Epoxyhydroxylamines and 4-Hydroxyalkyl-1,2-oxazetidines

  2006cites this paper
• Density functional computations of enantioselective alkynylation of aldehyde catalyzed by chiral zinc(II)-complexes

  2006cites this paper
• Studies on Cu-catalyzed asymmetric alkynylation of tetrahydroisoquinoline derivatives

  2006cites this paper
• Very mild, enantioselective synthesis of propargylamines catalyzed by copper(I)-bisimine complexes.

  2006cites this paper
• Dimethylzinc-mediated alkynylation of imines.

  2006cites this paper
• Direct addition of alkynes to imines and related C=N electrophiles: A convenient access to propargylamines.

  2006cites this paper
• Asymmetric Addition of Alkynylzinc Reagents to Nitrones Utilizing Tartaric Acid Ester as a Chiral Auxiliary

  2006cites this paper
• Creating carbon-carbon bonds with samarium diiodide for the synthesis of modified amino acids and peptides.

  2006cites this paper
• Cu-catalyzed cross-dehydrogenative coupling: a versatile strategy for C-C bond formations via the oxidative activation of sp(3) C-H bonds.

  2006cites this paper
• Alkylnitrogen Compounds: Compounds with N Halogen, N O, N S, N Se, and N Te Functional Groups

  2005cites this paper
• Multicomponent domino processes based on the organocatalytic generation of conjugated acetylides: efficient synthetic manifolds for diversity-oriented molecular construction.

  2005cites this paper
• Lewis base-catalyzed additions of alkynes using trialkoxysilylalkynes.

  2005cites this paper
• Double addition of grignard reagents to N-glycosyl nitrones: a new tool for the construction of enantiopure azaheterocycles.

  2005cites this paper
• Organonitrile ligated silver complexes with perfluorinated weakly coordinating anions and their catalytic application for coupling reactions

  2005cites this paper
• Cobalt-catalyzed hydrohydrazination of dienes and enynes: access to allylic and propargylic hydrazides.

  2005cites this paper
• Asymmetric synthesis of trans-3,4-dialkyl-gamma-butyrolactones via an acyl-Claisen and iodolactonization route.

  2005cites this paper
• 1,2,4-oxadiazolidinones as configurationally stable chiral building blocks.

  2005cites this paper
• ZnCl2-mediated stereoselective addition of terminal alkynes to D-(+)-mannofuranosyl nitrones.

  2005cites this paper
• tert-Butyl (phenylsulfonyl)alkyl-N-hydroxycarbamates: the first class of N-(Boc) nitrone equivalents.

  2005cites this paper
• Diastereoselective zinc-catalyzed conjugate addition of alkynes.

  2004cites this paper