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Barbier Reaction

The Experts below are selected from a list of 570 Experts worldwide ranked by ideXlab platform

Mallikharjuna Rao Lambu – 1st expert on this subject based on the ideXlab platform

  • Diastereoselective synthesis of highly functionalized cis-1-oxadecalines via 6-endo-tet-cyclizations of 2-C-branched sugars
    RSC Advances, 2020
    Co-Authors: Mallikharjuna Rao Lambu, Debaraj Mukherjee

    Abstract:

    Zinc mediated Barbier Reaction of 4-chloro-2-eno-C-allyl pyranoside with aryl aldehydes provided benzylic alcoholic products which underwent FeCl3 catalyzed highly stereoselective 6-endo-tet cyclization giving access to functionalized cis-1-oxadecalins at room temperature.

  • Diastereoselective Synthesis of Highly Functionalized cis-1-Oxadecalines via 6-endo-tet-Cyclizations of 2-C-Branched Sugars.
    ChemInform, 2015
    Co-Authors: Mallikharjuna Rao Lambu, Debaraj Mukherjee

    Abstract:

    The title compounds (IV) are obtained via zinc mediated Barbier Reaction of pyranosides (I) with aryl aldehydes followed by FeCl3 catalyzed highly stereoselective 6-endo-tet cyclization.

  • synthesis of c spiro glycoconjugates from sugar lactones via zinc mediated Barbier Reaction
    RSC Advances, 2014
    Co-Authors: Mallikharjuna Rao Lambu, Altaf Hussain, Deepak Sharma, Syed Khalid Yousuf, Baldev Singh, Anil K Tripathi, Debaraj Mukherjee

    Abstract:

    Anomeric gem-diallylation, mono-β-crotylation and mono-β-propargylation of sugar 1,5 and 1,4 lactones have been achieved under Barbier Reaction conditions using Zn powder and a catalytic amount of TMSCl as an activator. Ring closing olefin metathesis of the synthesized gem-diallyl derivatives furnished C-spiro cyclopentene glycosides. Finally, the cyclopentene rings were converted into carbohydrate based tricyclic morpholine fused triazole glycoconjugates as potential SGLT2 inhibitors.

Yoshimaro Kobayashi – 2nd expert on this subject based on the ideXlab platform

  • Diastereoselective synthesis and optical resolution of 3,4-substituted tetrahydroisoquinolin-4-ols
    Tetrahedron, 1993
    Co-Authors: Masaru Kihara, Minoru Kashimoto, Yoshimaro Kobayashi, Motoki Ikeuchi, Kaori Jinno, Yoshimitsu Nagao

    Abstract:

    Abstract Trans -3,4-substituted 1,2,3,4-tetrahydroisoquinolin-4-ols were prepared diastereoselectively by an insertion Reaction with zerovalent nickel and by Barbier Reaction with butyllithium of N -(2-iodobenzyl)phenacylamines. The isoquinolin-4-ols were resolved by means of HPLC method and the absolute configurations were determined.

  • a convenient synthesis of 4 substituted 1 2 3 4 tetrahydroisoquinolin 4 ols by a novel intramolecular Barbier Reaction and by an insertion Reaction Reaction scope and limitations
    Tetrahedron, 1992
    Co-Authors: Masaru Kihara, Minoru Kashimoto, Yoshimaro Kobayashi

    Abstract:

    Abstract 4-Substituted 1,2,3,4-tetrahydroisoquinolin-4-ols were prepared from N -(2-iodobenzyl)phenacylamines by an intramolecular Barbier Reaction with butyllithium and by an insertion Reaction with zerovalent nickel. The scope and limitations of these Reactions were discussed.

  • A new intramolecular Barbier Reaction of N-(2-iodobenzyl)phenacylamines: A convenient synthesis of 1,2,3,4-tetrahydroisoquinomn-4-ols
    Tetrahedron Letters, 1990
    Co-Authors: Masaru Kihara, Minoru Kashimoto, Yoshimaro Kobayashi, Shigeru Kobayashi

    Abstract:

    Abstract 4-Phenyl-1,2,3,4-tetrahydroisoquinolin-4-ols were prepared by an intramolecular Barbier Reaction of N-(2-iodobenzyl)phenacylamines with butyllithium in good yields.

Bo Ram Park – 3rd expert on this subject based on the ideXlab platform

  • Synthesis of indenoindene-fused α-methylene-γ-butyrolactones via a tandem intra- and intermolecular Friedel–Crafts Reaction
    Tetrahedron Letters, 2011
    Co-Authors: Bo Ram Park

    Abstract:

    Abstract An efficient synthesis of indenoindene-fused α-methylene-γ-butyrolactones was carried out via a tandem intra- and intermolecular Friedel–Crafts Reaction from the spiro-lactone, which can be easily prepared from ninhydrin by indium-mediated Barbier Reaction of cinnamyl bromide.

  • an efficient synthesis of α methylene γ butyrolactones from baylis hillman adducts via an in mediated Barbier Reaction and stereoselective lactonization under meso2cl et3n conditions
    Tetrahedron Letters, 2010
    Co-Authors: Bo Ram Park

    Abstract:

    Abstract An efficient synthesis of trans -α-methylene-γ-butyrolactones is disclosed from syn -homoallylic alcohols via the intramolecular mesylate displacement Reaction promoted by nearby ester group under the influence of MsCl/Et 3 N. syn -Homoallylic alcohols were prepared via the In-mediated Barbier Reaction of the bromides of Baylis–Hillman adducts.

  • An efficient synthesis of α-methylene-γ-butyrolactones from Baylis–Hillman adducts via an In-mediated Barbier Reaction and stereoselective lactonization under MeSO2Cl/Et3N conditions
    Tetrahedron Letters, 2010
    Co-Authors: Bo Ram Park

    Abstract:

    Abstract An efficient synthesis of trans -α-methylene-γ-butyrolactones is disclosed from syn -homoallylic alcohols via the intramolecular mesylate displacement Reaction promoted by nearby ester group under the influence of MsCl/Et 3 N. syn -Homoallylic alcohols were prepared via the In-mediated Barbier Reaction of the bromides of Baylis–Hillman adducts.