Advanced Synthesis & Catalysis

Cover image for Vol. 354 Issue 13

September 17, 2012

Volume 354, Issue 13

Pages 2353–2567

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Corrigendum
    5. Communications
    6. Full Papers
    7. Updates
    1. You have free access to this content
      Cover Picture: (Adv. Synth. Catal. 13/2012) (page 2353)

      Version of Record online: 3 SEP 2012 | DOI: 10.1002/adsc.201290026

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      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. Corrigendum
    5. Communications
    6. Full Papers
    7. Updates
  3. Corrigendum

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Corrigendum
    5. Communications
    6. Full Papers
    7. Updates
    1. You have free access to this content
      Corrigendum: Modular Bifunctional Chiral Thioureas as Versatile Organocatalysts for Highly Enantioselective Aza-Henry Reaction and Michael Addition (page 2361)

      Hua Li, Xu Zhang, Xin Shi, Nan Ji, Wei He, Shengyong Zhang and Bangle Zhang

      Version of Record online: 3 SEP 2012 | DOI: 10.1002/adsc.201290028

      This article corrects:
  4. Communications

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Corrigendum
    5. Communications
    6. Full Papers
    7. Updates
    1. Synthesis of Pyrimidopyrimidinediones in a Deep Eutectic Reaction Mixture (pages 2368–2372)

      Sangram Gore, Sundarababu Baskaran and Burkhard Koenig

      Version of Record online: 22 AUG 2012 | DOI: 10.1002/adsc.201200257

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    2. A New Flow Methodology for the Expedient Synthesis of Drug-Like 3-Aminoindolizines (pages 2373–2379)

      Paul P. Lange, Andrew R. Bogdan and Keith James

      Version of Record online: 22 AUG 2012 | DOI: 10.1002/adsc.201200316

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    3. The Role of Metal Hydroxide Complexes in Late Transition Metal-Mediated Transmetalation Reaction: The Case of Gold (pages 2380–2386)

      Stéphanie Dupuy, Luke Crawford, Michael Bühl, Alexandra M. Z. Slawin and Steven P. Nolan

      Version of Record online: 22 AUG 2012 | DOI: 10.1002/adsc.201200233

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    4. Highly Diastereoselective Synthesis of Atropisomeric Bridged P,N-Ligands and Their Applications in Asymmetric Suzuki–Miyaura Coupling Reaction (pages 2395–2402)

      Wenhao Wu, Shouliang Wang, Yougui Zhou, Yuwei He, Yue Zhuang, Lanning Li, Pin Wan, Longshu Wang, Zhongyuan Zhou and Liqin Qiu

      Version of Record online: 22 AUG 2012 | DOI: 10.1002/adsc.201200095

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    5. Ruthenium Pincer-Catalyzed Cross-Dehydrogenative Coupling of Primary Alcohols with Secondary Alcohols under Neutral Conditions (pages 2403–2406)

      Dipankar Srimani, Ekambaram Balaraman, Boopathy Gnanaprakasam, Yehoshoa Ben-David and David Milstein

      Version of Record online: 22 AUG 2012 | DOI: 10.1002/adsc.201200438

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    6. Palladium(II)-Catalyzed Hydration of Alkynylphosphonates to β-Ketophosphonates (pages 2427–2432)

      Xiubin Li, Gaobo Hu, Ping Luo, Guo Tang, Yuxing Gao, Pengxiang Xu and Yufen Zhao

      Version of Record online: 22 AUG 2012 | DOI: 10.1002/adsc.201200420

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    7. Rhodium-Catalyzed Enantioselective Conjugate Addition of Arylboronic Acids to Dihydronitronaphthalenes (pages 2433–2437)

      Saumen Hajra, Rajib Ghosh, Sagar Chakrabarti, Amit Ghosh, Swarup Dutta, Tushar K. Dey, Rajesh Malhotra, Sonika Asijaa, Subho Roy, Shantanu Dutta and Sourav Basu

      Version of Record online: 22 AUG 2012 | DOI: 10.1002/adsc.201200241

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    8. The Copper-Catalyzed C-3-Formylation of Indole C[BOND]H Bonds using Tertiary Amines and Molecular Oxygen (pages 2438–2442)

      Jianbin Chen, Bin Liu, Dongfang Liu, Shan Liu and Jiang Cheng

      Version of Record online: 22 AUG 2012 | DOI: 10.1002/adsc.201200345

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    9. Aluminum Triflate as a Powerful Catalyst for Direct Amination of Alcohols, Including Electron-Withdrawing Group-Substituted Benzhydrols (pages 2447–2452)

      Takashi Ohshima, Junji Ipposhi, Yasuhito Nakahara, Ryozo Shibuya and Kazushi Mashima

      Version of Record online: 22 AUG 2012 | DOI: 10.1002/adsc.201200536

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  5. Full Papers

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Corrigendum
    5. Communications
    6. Full Papers
    7. Updates
    1. A General Approach to Substituted Benzimidazoles and Benzoxazoles via Heterogeneous Palladium-Catalyzed Hydrogen-Transfer with Primary Amines (pages 2453–2464)

      Marianna Pizzetti, Elisa De Luca, Elena Petricci, Andrea Porcheddu and Maurizio Taddei

      Version of Record online: 23 AUG 2012 | DOI: 10.1002/adsc.201200253

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    2. Design and Synthesis of Polycyclic Imidazole-Containing N- Heterocycles based on C[BOND]H Activation/Cyclization Reactions (pages 2495–2503)

      Viktor O. Iaroshenko, Dmytro Ostrovskyi, Mariia Miliutina, Aneela Maalik, Alexander Villinger, Andrei Tolmachev, Dmitriy M. Volochnyuk and Peter Langer

      Version of Record online: 23 AUG 2012 | DOI: 10.1002/adsc.201200221

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  6. Updates

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Corrigendum
    5. Communications
    6. Full Papers
    7. Updates
    1. Dual Heterogeneous Catalysis for a Regioselective Three- Component Synthesis of Bi- and Tri(hetero)arylpyridines (pages 2537–2544)

      Christophe Allais, Frédéric Liéby-Muller, Thierry Constantieux and Jean Rodriguez

      Version of Record online: 22 AUG 2012 | DOI: 10.1002/adsc.201200412

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    2. Application of Tethered Ruthenium Catalysts to Asymmetric Hydrogenation of Ketones, and the Selective Hydrogenation of Aldehydes (pages 2545–2555)

      Katherine E. Jolley, Antonio Zanotti-Gerosa, Fred Hancock, Alan Dyke, Damian M. Grainger, Jonathan A. Medlock, Hans G. Nedden, Jacques J. M. Le Paih, Stephen J. Roseblade, Andreas Seger, Vilvanathan Sivakumar, Ivan Prokes, David J. Morris and Martin Wills

      Version of Record online: 22 AUG 2012 | DOI: 10.1002/adsc.201200362

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    3. Palladium on Carbon-Catalyzed Cross-Coupling using Triarylbismuths (pages 2561–2567)

      Yasunari Monguchi, Tomohiro Hattori, Yasuhiro Miyamoto, Takayoshi Yanase, Yoshinari Sawama and Hironao Sajiki

      Version of Record online: 22 AUG 2012 | DOI: 10.1002/adsc.201200179

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