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Strecker Reaction (strecker + reaction)

Distribution by Scientific Domains
Chemistry100%
Distribution within Chemistry
Organic Chemistry90%
General & Introductory Chemistry9%

Kinds of Strecker Reaction

  • enantioselective strecker reaction
    		•

    Selected Abstracts

    Evaluation of the Heterogeneously Catalyzed Strecker Reaction Conducted Under Continuous Flow

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 33 2008
    Charlotte Wiles
    Abstract Building on our experience of micro-reaction technology, we present herein the evaluation of an integrated borosilicate glass micro reactor in which 51 ,-aminonitriles were synthesized via a series of continuous solution-phase and heterogeneously catalyzed reaction steps, affording analytically pure products in yields > 99.6,%. As an extension to this, the ability to selectivity synthesize aldehydic Strecker products in the presence of ketonic functionalities was also investigated, concluding with the chemoselective synthesis of 2-(4-acetylphenyl)-2-(phenethylamino)acetonitrile whereby the desired product was obtained in 99.8,% yield and quantitative purity. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) [source]

    A Remarkable Titanium-Catalyzed Asymmetric Strecker Reaction using Hydrogen Cyanide at Room Temperature

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 13 2010
    Balamurugan Ramalingam
    Abstract Close to perfect enantioselectivity (up to 98% ee) is obtained for the formation of amino nitriles using hydrogen cyanide (HCN) as the cyanide source at room temperature for the first time. In an operationally simple process, the catalyst generated from a partially hydrolyzed titanium alkoxide (PHTA) and (S)- N -salicyl-,-amino alcohol ligand, catalyzes the cyanation of imines in a short reaction time. [source]

    Use of the Chiral Pool , Practical Asymmetric Organocatalytic Strecker Reaction with Quinine

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 7-8 2009
    Rüdiger Reingruber
    Abstract An efficient, organocatalytic enantioselective synthesis of N -arylsulfonyl ,-amino nitriles from the corresponding ,-amido sulfones has been developed. This quinine-catalyzed Strecker reaction provides the corresponding cyanated products in good yields and enantioselectivities. [source]

    Asymmetric Strecker Reaction of Ketoimines Catalyzed by a Novel Chiral Bifunctional N,N, -Dioxide

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 18 2006
    Xiao Huang
    Abstract A novel bifunctional N,N, -dioxide derived from L -prolinamide was employed to catalyze the enantioselective Strecker reaction of a range of N -tosyl ketoimines, and an effective additive was used to improve the reactivity (up to 99,% yield) as well as the enantioselectivity (up to 91,% ee). In addition, a rational transition state was proposed to elucidate the origin of chiral induction in which an S -adduct was produced. [source]

    ChemInform Abstract: Facile and Efficient Enantioselective Strecker Reaction of Ketimines by Chiral Sodium Phosphate.

    CHEMINFORM, Issue 42 2009
    Ke Shen
    Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

    ChemInform Abstract: Efficient Three-Component Strecker Reaction of Aldehydes/Ketones via NHC-Amidate Palladium(II) Complex Catalysis.

    CHEMINFORM, Issue 33 2009
    Jamie Jarusiewicz
    Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

    ChemInform Abstract: One-Pot Synthesis of ,-Aminonitriles from Alkyl and Aryl Cyanides: A Strecker Reaction via Aldimine Alanes.

    CHEMINFORM, Issue 31 2009
    Szabolcs Sipos
    Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

    ChemInform Abstract: Highly Enantioselective Strecker Reaction of Ketoimines Catalyzed by an Organocatalyst from (S)-BINOL and L-Prolinamide.

    CHEMINFORM, Issue 37 2008
    Zongrui Hou
    Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

    Solvent-Controlled Asymmetric Strecker Reaction: Stereoselective Synthesis of ,-Trifluoromethylated ,-Amino Acids.

    CHEMINFORM, Issue 31 2006
    Hua Wang
    Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]

    Multicomponent Strecker Reaction under High Pressure.

    CHEMINFORM, Issue 46 2005
    Kiyoshi Matsumoto
    Abstract For Abstract see ChemInform Abstract in Full Text. [source]

    Multicomponent Strecker Reaction under High Pressure.

    CHEMINFORM, Issue 46 2005
    Kiyoshi Matsumoto
    Abstract For Abstract see ChemInform Abstract in Full Text. [source]

    Highly Diastereoselective Strecker Reaction of Enolizable Aliphatic Sulfinimines.

    CHEMINFORM, Issue 49 2003
    Bin-Feng Li
    Abstract For Abstract see ChemInform Abstract in Full Text. [source]

    Catalytic Enantioselective Strecker Reaction of Ketoimines.

    CHEMINFORM, Issue 36 2003
    Shuji Masumoto
    Abstract For Abstract see ChemInform Abstract in Full Text. [source]

    ChemInform Abstract: Synthesis of Enantiomerically Pure Ethylenediamines from Chiral Sulfinimines: A New Twist to the Strecker Reaction.

    CHEMINFORM, Issue 8 2002
    Stephane Mabic
    Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

    ChemInform Abstract: Asymmetric Synthesis of ,,,-Difluoroamino Acids via Cross-Coupling and Strecker Reactions.

    CHEMINFORM, Issue 36 2008
    Xiao-Jin Wang
    Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]

    Strecker Reactions of Chiral N-Acylhydrazones.

    CHEMINFORM, Issue 23 2007
    Hui Ding
    Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]

    Practical Stereo- and Regioselective, Copper(I)-Promoted Strecker Synthesis of Sugar-Modified ,,, -Unsaturated Imines

    HELVETICA CHIMICA ACTA, Issue 3 2006
    Guobin Zhou
    Abstract The regio- and stereoselective, Lewis acid catalyzed Strecker reaction between Me3SiCN and different aldimines incorporating a 2,3,4,6-tetrakis- O -pivaloyl- D -glucopyranosyl (Piv4Glc) chiral auxiliary has been worked out. Depending on the conditions used, high yields (up to 95%) and good diastereoselectivities (de >,86%) were achieved under mild conditions (Table,1), especially with CuBr,,,Me2S as catalyst. Our protocol allows the ready preparation of asymmetric ,,, -unsaturated , -amino acids such as (R)-2-amino-4-phenylbut-3-enoic acid (13; Scheme,2) and congeners thereof. [source]

    Use of the Chiral Pool , Practical Asymmetric Organocatalytic Strecker Reaction with Quinine

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 7-8 2009
    Rüdiger Reingruber
    Abstract An efficient, organocatalytic enantioselective synthesis of N -arylsulfonyl ,-amino nitriles from the corresponding ,-amido sulfones has been developed. This quinine-catalyzed Strecker reaction provides the corresponding cyanated products in good yields and enantioselectivities. [source]

    Metal-Free, Enantioselective Strecker Reactions Catalyzed by Chiral BINOL and TADDOL Catalysts

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 4-5 2007
    Magnus Rueping
    Abstract An efficient, metal-free Brønsted acid-catalyzed, enantioselective hydrocyanation of ketoimines has been developed. This BINOL phosphate-catalyzed Strecker reaction provides the corresponding amino nitriles, precursors of quaternary amino acids, in good isolated yields and enantioselectivities. Additionally, we demonstrate that chiral diols, such as TADDOL, are effective enantioselective catalysts for the hydrogen-bond activation of aldimines. [source]

    Asymmetric Strecker Reaction of Ketoimines Catalyzed by a Novel Chiral Bifunctional N,N, -Dioxide

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 18 2006
    Xiao Huang
    Abstract A novel bifunctional N,N, -dioxide derived from L -prolinamide was employed to catalyze the enantioselective Strecker reaction of a range of N -tosyl ketoimines, and an effective additive was used to improve the reactivity (up to 99,% yield) as well as the enantioselectivity (up to 91,% ee). In addition, a rational transition state was proposed to elucidate the origin of chiral induction in which an S -adduct was produced. [source]

    The Catalytic Acylcyanation of Imines

    CHEMISTRY - AN ASIAN JOURNAL, Issue 2 2008
    Chandra Pan, Subhas
    Abstract The catalytic acylcyanation of aldimines with acylcyanides and a direct three-component variant involving the generation of an imine in,situ have been developed. Furthermore, a highly enantioselective version has been established, culminating in the first organocatalytic asymmetric three-component Strecker reaction. Jacobsen thiourea catalysts were found to catalyze the reaction with excellent enantioselectivities, whereas binol phosphates (binol=1,1,-bi-2,2,-naphthol) proved to be catalytically active but only modestly enantioselective. A large number of different substrates could be used in the processes described, thus illustrating the potential of our reaction for the generation of diversity within the attractive ,-amino carbonyl framework. Furthermore, a novel cyclic amidine was obtained from the reaction of acetyl cyanide with ketimines. Die katalytische Acylcyanierung von Iminen mit Acetylcyanid und ihre direkte Dreikomponentenvariante wurden entwickelt. Darüber hinaus konnte eine hoch-enantioselelektive Version beschrieben werden, die schließlich zur Entdeckung der ersten organokatalytischen asymmetrischen Dreikomponenten-Strecker-Reaktion führte. Jacobsens Thioharnstoff-Katalysatoren katalysieren die Reaktion mit hohen Enantioselektivitäten während Binol-Phosphorsäuren die Reaktion zwar katalysieren, aber dabei nur mäßige Enantioselektivitäten liefern. Eine Reihe verschiedener Substrate konnten in den beschriebenen Verfahren eingesetzt werden, wobei das Potential der Reaktion für die Erzeugung von Diversität innerhalb der attraktiven ,-Aminocarbonyl Substratklasse illustriert wurde. Darüber hinaus wurde eine neue Klasse zyklische Amidine in der Reaktion von Acetylcyanid mit Ketiminen erzeugt. [source]