Advanced Synthesis & Catalysis

Cover image for Vol. 354 Issue 16

November 12, 2012

Volume 354, Issue 16

Pages 2889–3126

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Communications
    5. Full Papers
    6. Updates
    1. You have free access to this content
      Cover Picture: (Adv. Synth. Catal. 16/2012) (page 2889)

      Article first published online: 9 NOV 2012 | DOI: 10.1002/adsc.201290031

      Thumbnail image of graphical abstract

      The cover picture, provided by Qi-Lin Zhou, shows the example of an exceptionally highly efficient chiral catalyst. The catalyst is a very stable dihydride iridium complex of a tridentate chiral spiro P-N-N ligand based on the 1,1′-spirobiindane skeleton, which exhibits excellent enantioselectivity and extremely high turnover number (in excess of one million) for the hydrogenation of both aryl ketones and β-aryl-β-keto esters. Although little is known about the mechanism of this iridiumcatalyzed carbonyl group hydrogenation reaction, a non-classical metal[BOND]ligand bifunctional mechanism deserves to be recommended to interpret the high efficiency of this catalyst. With the help of KO-t-Bu and under an H2 atmosphere, the dihydride iridium complex is converted to a trihydride iridium complex. After combination of the substrate with the trihydride iridium complex, a cyclic six-membered transition state is formed. The hydridic Ir[BOND]H and protic N[BOND]H of the catalyst are simultaneously transferred to the carbonyl[BOND]oxygen double bond of the substrate, resulting in a chiral alcohol and a hydrido amido iridium complex. Finally, the hydrido amido iridium complex is hydrogenated with H2 to regenerate the trihydride iridium complex.

  2. Contents

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Communications
    5. Full Papers
    6. Updates
    1. Graphical Abstract: Adv. Synth. Catal. 16/2012 (pages 2891–2897)

      Article first published online: 9 NOV 2012 | DOI: 10.1002/adsc.201290032

  3. Communications

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Communications
    5. Full Papers
    6. Updates
    1. Asymmetric Intramolecular C[BOND]H Insertion of α-Diazoacetamides in Water by Dirhodium(II) Catalysts Derived from Natural Amino Acids (pages 2921–2927)

      Nuno R. Candeias, Carolina Carias, Luis F. R. Gomes, Vânia André, M. Teresa Duarte, Pedro M. P. Gois and Carlos A. M. Afonso

      Article first published online: 10 OCT 2012 | DOI: 10.1002/adsc.201200101

      Thumbnail image of graphical abstract
    2. Organocatalytic Asymmetric Vinylogous Michael Addition of Dicyanoolefins to Imine Intermediates Generated in situ from Arenesulfonylalkylindoles (pages 2965–2970)

      Xing-Li Zhu, Wu-Jun He, Liang-Liang Yu, Chang-Wu Cai, Zong-Le Zuo, Da-Bin Qin, Quan-Zhong Liu and Lin-Hai Jing

      Article first published online: 30 OCT 2012 | DOI: 10.1002/adsc.201200286

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  4. Full Papers

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Communications
    5. Full Papers
    6. Updates
    1. Modular P[BOND]OP Ligands in Rhodium-Mediated Asymmetric Hydrogenation: A Comparative Catalysis Study (pages 3025–3035)

      José L. Núñez-Rico, Pablo Etayo, Héctor Fernández-Pérez and Anton Vidal-Ferran

      Article first published online: 4 NOV 2012 | DOI: 10.1002/adsc.201200477

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    2. Cesium Carbonate-Promoted Hydroamidation of Alkynes: Enamides, Indoles and the Effect of Iron(III) Chloride (pages 3054–3064)

      María Teresa Herrero, Jokin Díaz de Sarralde, Raul SanMartin, Laura Bravo and Esther Domínguez

      Article first published online: 4 NOV 2012 | DOI: 10.1002/adsc.201200430

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    3. Diastereoselective Synthesis of Pyrazolines using a Bifunctional Brønsted Acidic Ionic Liquid under Solvent-Free Conditions (pages 3095–3104)

      Shirin Safaei, Iraj Mohammadpoor-Baltork, Ahmad R. Khosropour, Majid Moghadam, Shahram Tangestaninejad and Valiollah Mirkhani

      Article first published online: 4 NOV 2012 | DOI: 10.1002/adsc.201200191

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  5. Updates

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Communications
    5. Full Papers
    6. Updates
    1. A General and Efficient Method for the Alkoxycarbonylation of α-Chloro Ketones (pages 3105–3114)

      Benoit Wahl, Hélène Bonin, André Mortreux, Steven Giboulot, Frédéric Liron, Giovanni Poli and Mathieu Sauthier

      Article first published online: 10 OCT 2012 | DOI: 10.1002/adsc.201200378

      Thumbnail image of graphical abstract

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