Advanced Synthesis & Catalysis

Cover image for Vol. 352 Issue 10

July 5, 2010

Volume 352, Issue 10

Pages 1557–1783

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Communications
    5. Full Papers
    6. Updates
    1. Cover Picture: (Adv. Synth. Catal. 10/2010) (page 1557)

      Version of Record online: 15 JUL 2010 | DOI: 10.1002/adsc.201090021

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      The cover picture, provided by David W. C. MacMillan, shows a dual-catalytic aldehyde alkylation via photoredox organocatalysis in which electrophilic radicals (derived from the photoredox cycle; above) combine with facially biased enamine intermediates (derived from the organocatalytic cycle; below). The photoredox catalyst, Ru(bpy)32+ readily accepts a photon from a visible light source to populate the *Ru(bpy)32+ metal-to-ligand charge transfer (MLCT) excited state, eventually enabling single-electron transfer (SET) with an alkyl halide to furnish the electron-deficient alkyl radical. Simultaneously, the organocatalytic cycle is initiated upon condensation of the imidazolidinone catalyst (inset) exclusively with a non-substituted aldehyde to form a stereochemically-defined enamine. The two activation pathways merge in the key alkylation step via rapid addition of the electrophilic radical to the π-rich olefin followed by a series of concerted steps which return the organocatalyst and photocatalyst to their respective cycles and render the optically enriched α-alkyl aldehyde.

  2. Contents

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Communications
    5. Full Papers
    6. Updates
  3. Communications

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Communications
    5. Full Papers
    6. Updates
    1. Iron-Catalysed Regio- and Stereoselective Head-to-Tail Dimerisation of Styrenes (pages 1571–1576)

      Jose R. Cabrero-Antonino, Antonio Leyva-Pérez and Avelino Corma

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.201000096

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    2. Iron and Copper Salts in the Synthesis of Benzo[b]furans (pages 1577–1581)

      Julien Bonnamour, María Piedrafita and Carsten Bolm

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.201000269

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    3. Copper(I) Acetate: A Structurally Simple but Highly Efficient Dinuclear Catalyst for Copper-Catalyzed Azide-Alkyne Cycloaddition (pages 1587–1592)

      Changwei Shao, Guolin Cheng, Deyong Su, Jimin Xu, Xinyan Wang and Yuefei Hu

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.200900768

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    4. Stabilized Copper(I) Oxide Nanoparticles Catalyze Azide-Alkyne Click Reactions in Water (pages 1600–1604)

      Zhenfang Zhang, Changming Dong, Cuihong Yang, Di Hu, Jing Long, Ling Wang, He Li, Yue Chen and Deling Kong

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.201000206

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    5. The First Example of Saccharin-Lithium Bromide Catalysis: Direct Synthesis of N-Tosylimines from Alcohols (pages 1610–1614)

      Rajesh Patel, Vishnu P. Srivastava and Lal Dhar S. Yadav

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.201000193

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    6. A Novel Process for Selective Ruthenium-Catalyzed Oxidation of Naphthalenes and Phenols (pages 1615–1620)

      Gerrit Wienhöfer, Kristin Schröder, Konstanze Möller, Kathrin Junge and Matthias Beller

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.201000137

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    7. Enantioselective Aldol Reaction using Recyclable Montmorillonite-Entrapped N-(2-Thiophenesulfonyl)prolinamide (pages 1621–1624)

      Noriyuki Hara, Shuichi Nakamura, Norio Shibata and Takeshi Toru

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.201000214

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    8. Supported Sulfonic Acid as Green and Efficient Catalyst for Baeyer–Villiger Oxidation with 30% Aqueous Hydrogen Peroxide (pages 1625–1629)

      Calogero G. Piscopo, Stefan Loebbecke, Raimondo Maggi and Giovanni Sartori

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.201000076

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    9. Palladium on Carbon-Catalyzed Synthesis of Benzil Derivatives from 1,2-Diarylalkynes with DMSO and Molecular Oxygen as Dual Oxidants (pages 1630–1634)

      Shigeki Mori, Masato Takubo, Takayoshi Yanase, Tomohiro Maegawa, Yasunari Monguchi and Hironao Sajiki

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.201000173

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    10. FI Catalysts: A Molecular Zeolite for Olefin Polymerization (pages 1635–1640)

      Haruyuki Makio, Takashi Ochiai, Hidetsugu Tanaka and Terunori Fujita

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.201000279

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    11. Thiosemicarbazone Salicylaldiminato-Palladium(II)-Catalyzed Mizoroki–Heck Reactions (pages 1641–1647)

      Guanlei Xie, Prinessa Chellan, Jincheng Mao, Kelly Chibale and Gregory S. Smith

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.201000218

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    12. Highly Enantioselective Michael Addition of Cyclic 1,3-Dicarbonyl Compounds to β,γ-Unsaturated α-Keto Esters (pages 1648–1652)

      Xing-Kuan Chen, Chang-Wu Zheng, Sheng-Li Zhao, Zhuo Chai, Ying-Quan Yang, Gang Zhao and Wei-Guo Cao

      Version of Record online: 2 JUL 2010 | DOI: 10.1002/adsc.201000045

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    13. Chemo- and Stereodivergent Preparation of Terminal Epoxides and Bromohydrins through One-Pot Biocatalysed Reactions: Access to Enantiopure Five- and Six-Membered N-Heterocycles (pages 1657–1661)

      Fabricio R. Bisogno, Aníbal Cuetos, Alejandro A. Orden, Marcela Kurina-Sanz, Iván Lavandera and Vicente Gotor

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.201000353

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    14. Continuous-Flow C[BOND]H Borylation of Arene Derivatives (pages 1662–1666)

      Tsuyoshi Tagata, Mayumi Nishida and Atsushi Nishida

      Version of Record online: 30 JUN 2010 | DOI: 10.1002/adsc.201000160

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  4. Full Papers

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Communications
    5. Full Papers
    6. Updates
    1. Iron-Catalyzed Oxidative Mono- and Bis-Phosphonation of N,N-Dialkylanilines (pages 1667–1676)

      Wei Han, Peter Mayer and Armin R. Ofial

      Version of Record online: 10 JUN 2010 | DOI: 10.1002/adsc.201000092

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    2. Ring Expansion versus Cyclization in 4-Oxoazetidine-2- carbaldehydes Catalyzed by Molecular Iodine: Experimental and Theoretical Study in Concert (pages 1688–1700)

      Benito Alcaide, Pedro Almendros, Gema Cabrero, Ricardo Callejo , M. Pilar Ruiz, Manuel Arnó and Luis R. Domingo

      Version of Record online: 7 JUL 2010 | DOI: 10.1002/adsc.201000171

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    3. Regio- and Stereoselective Intermolecular Hydroalkoxylation of Alkynes Catalysed by Cationic Gold(I) Complexes (pages 1701–1710)

      Avelino Corma, Violeta R. Ruiz, Antonio Leyva-Pérez and María J. Sabater

      Version of Record online: 2 JUL 2010 | DOI: 10.1002/adsc.201000094

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    4. Gold(I)-Catalyzed Cascade for Synthesis of Pyrrolo[1,2-a:2′,1′-c]-/Pyrido[2,1-c]pyrrolo[1,2-a]quinoxalinones (pages 1711–1717)

      Yu Zhou, Xun Ji, Guannan Liu, Dengyou Zhang, Linxiang Zhao, Hualiang Jiang and Hong Liu

      Version of Record online: 7 JUL 2010 | DOI: 10.1002/adsc.201000199

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    5. Palladium-Catalyzed Aryl Amination Reactions of 6-Bromo- and 6-Chloropurine Nucleosides (pages 1728–1735)

      Paul F. Thomson, Pallavi Lagisetty, Jan Balzarini, Erik De Clercq and Mahesh K. Lakshman

      Version of Record online: 2 JUL 2010 | DOI: 10.1002/adsc.200900728

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    6. A Palladium Wall Coated Microcapillary Reactor for Use in Continuous Flow Transfer Hydrogenation (pages 1736–1745)

      Christian H. Hornung, Bart Hallmark, Malcolm R. Mackley, Ian R. Baxendale and Steven V. Ley

      Version of Record online: 7 JUL 2010 | DOI: 10.1002/adsc.201000139

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    7. Grafting of Molecularly Ordered Mesoporous Phenylene-Silica with Molybdenum Carbonyl Complexes: Efficient Heterogeneous Catalysts for the Epoxidation of Olefins (pages 1759–1769)

      Ana C. Coelho, Salete S. Balula, Sofia M. Bruno, João C. Alonso, Nicolas Bion, Paula Ferreira, Martyn Pillinger, Anabela A. Valente, João Rocha and Isabel S. Gonçalves

      Version of Record online: 2 JUL 2010 | DOI: 10.1002/adsc.201000042

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  5. Updates

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Communications
    5. Full Papers
    6. Updates
    1. Iron-Catalyzed Epoxidation of Aromatic Olefins and 1,3-Dienes (pages 1771–1778)

      Kristin Schröder, Stephan Enthaler, Benoît Join, Kathrin Junge and Matthias Beller

      Version of Record online: 7 JUL 2010 | DOI: 10.1002/adsc.201000091

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