Advanced Synthesis & Catalysis

Cover image for Vol. 353 Issue 6

April 18, 2011

Volume 353, Issue 6

Pages 797–1017

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Corrigenda
    5. Review
    6. Communications
    7. Full Papers
    1. Cover Picture: (Adv. Synth. Catal. 6/2011) (page 797)

      Article first published online: 21 APR 2011 | DOI: 10.1002/adsc.201190009

      Thumbnail image of graphical abstract

      The cover picture, provided by Fandrick, Fandrick, and Senanayake, depicts the copper-catalyzed asymmetric propargylation of aldehydes. The process is based on a copper alkoxide-promoted B/Cu exchange to generate an allenyl copper intermediate. The process is initiated by ligand exchange of the ligated copper(II) isobutyrate complex with lithium tert-butoxide, wherein the resulting copper alkoxide complex undergoes an exchange with the propargyl borolane reagent to generate the key allenyl copper intermediate. After propargylation of an aldehyde, the resulting homopropargylic alkoxide copper complex readily participates in another B/Cu exchange to complete the catalytic cycle. Employing the MeOBIBOP ligand allows for exceptional control of both enantioselectivity and site selectivity for the homopropargylic alcohol. This two-step process, wherein the product of the alkylation readily reacts with a stoichiometric reagent to regenerate the active nucleophile provides an operationally simple process to effect the propargylation of aldehydes with broad functional group tolerance.

  2. Contents

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Corrigenda
    5. Review
    6. Communications
    7. Full Papers
    1. Graphical Abstract: Adv. Synth. Catal. 6/2011 (pages 799–805)

      Article first published online: 21 APR 2011 | DOI: 10.1002/adsc.201190010

  3. Corrigenda

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Corrigenda
    5. Review
    6. Communications
    7. Full Papers
    1. You have free access to this content
    2. You have free access to this content
      Corrigendum: A New Autocatalytic Thioacetate-Enal Addition Reaction: A Michael Addition or Not? (page 804)

      Gennadiy Ilyashenko, Andrew Whiting and Allen Wright

      Article first published online: 21 APR 2011 | DOI: 10.1002/adsc.201190013

      This article corrects:

      A New Autocatalytic Thioacetate-Enal Addition Reaction: A Michael Addition or Not?

      Vol. 352, Issue 11-12, 1818–1825, Article first published online: 16 AUG 2010

    3. You have free access to this content
    4. You have free access to this content
  4. Review

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Corrigenda
    5. Review
    6. Communications
    7. Full Papers
    1. Recent Advances in Palladium-Catalyzed Cascade Cyclizations (pages 809–841)

      Tjøstil Vlaar, Eelco Ruijter and Romano V. A. Orru

      Article first published online: 12 APR 2011 | DOI: 10.1002/adsc.201000979

      Thumbnail image of graphical abstract
      Corrected by:

      Corrigendum: Corrigendum: Recent Advances in Palladium-Catalyzed Cascade Cyclizations

      Vol. 353, Issue 9, 1405, Article first published online: 22 JUN 2011

  5. Communications

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Corrigenda
    5. Review
    6. Communications
    7. Full Papers
    1. Organocatalytic Stereoselective Direct Aldol Reaction of Trifluoroethyl Thioesters (pages 848–854)

      Sergio Rossi, Maurizio Benaglia, Franco Cozzi, Andrea Genoni and Tiziana Benincori

      Article first published online: 12 APR 2011 | DOI: 10.1002/adsc.201100122

      Thumbnail image of graphical abstract
    2. An Easy Entry to Optically Active Spiroindolinones: Chiral Brønsted Acid-Catalysed Pictet–Spengler Reactions of Isatins (pages 860–864)

      Sara Duce, Fabio Pesciaioli, Lucia Gramigna, Luca Bernardi, Andrea Mazzanti, Alfredo Ricci, Giuseppe Bartoli and Giorgio Bencivenni

      Article first published online: 12 APR 2011 | DOI: 10.1002/adsc.201100050

      Thumbnail image of graphical abstract
    3. Pyrazinium Salts as Efficient Organocatalysts of Mild Oxidations with Hydrogen Peroxide (pages 865–870)

      Petra Ménová, František Kafka, Hana Dvořáková, Smita Gunnoo, Miloslav Šanda and Radek Cibulka

      Article first published online: 12 APR 2011 | DOI: 10.1002/adsc.201000906

      Thumbnail image of graphical abstract
    4. Solvent Participation in a One-Pot Glycosylation Strategy (SPOG) (pages 879–884)

      Chin-Sheng Chao, Yu-Fang Yen, Wei-Cheng Hung and Kwok-Kong Tony Mong

      Article first published online: 12 APR 2011 | DOI: 10.1002/adsc.201000888

      Thumbnail image of graphical abstract
    5. Hafnium Triflate as an Efficient Catalyst for Direct Friedel–Crafts Reactions of Chromene Hemiacetals (pages 907–912)

      Yan-Chao Wu, Hui-Jing Li, Li Liu, Nicolas Demoulin, Zhe Liu, Dong Wang and Yong-Jun Chen

      Article first published online: 12 APR 2011 | DOI: 10.1002/adsc.201000930

      Thumbnail image of graphical abstract
    6. Simple and Efficient Copper(I)-Catalyzed Access to Three Versatile Aminocoumarin-Based Scaffolds using Isocyanoacetate (pages 918–924)

      Tao Meng, Yiquan Zou, Oleg Khorev, Yu Jin, Huayong Zhou, Yongliang Zhang, Dingyu Hu, Lanping Ma, Xin Wang and Jingkang Shen

      Article first published online: 12 APR 2011 | DOI: 10.1002/adsc.201000895

      Thumbnail image of graphical abstract
  6. Full Papers

    1. Top of page
    2. Cover Picture
    3. Contents
    4. Corrigenda
    5. Review
    6. Communications
    7. Full Papers
    1. Iron(III)-Catalyzed Halogenations by Substitution of Sulfonate Esters (pages 963–972)

      Nuria Ortega, Andrés Feher-Voelger, Margarita Brovetto, Juan I. Padrón, Victor S. Martín and Tomás Martín

      Article first published online: 13 APR 2011 | DOI: 10.1002/adsc.201000740

      Thumbnail image of graphical abstract
    2. Intramolecular Palladium-Catalyzed Aminocarboxylation of Olefins as a Direct Route to Bicyclic Oxazolidinones (pages 985–994)

      Elena Borsini, Gianluigi Broggini, Andrea Fasana, Simona Galli, Maisaa Khansaa, Umberto Piarulli and Micol Rigamonti

      Article first published online: 13 APR 2011 | DOI: 10.1002/adsc.201000889

      Thumbnail image of graphical abstract
    3. Asymmetric Carbon-Carbon Bond Forming Reactions Catalysed by Metal(II) Bis(oxazoline) Complexes Immobilized using Supported Ionic Liquids (pages 995–1004)

      P. Goodrich, C. Hardacre, C. Paun, A. Ribeiro, S. Kennedy, M. J. V. Lourenço, H. Manyar, C. A. Nieto de Castro, M. Besnea and V. I. Pârvulescu

      Article first published online: 13 APR 2011 | DOI: 10.1002/adsc.201000953

      Thumbnail image of graphical abstract
    4. Development of a General and Practical Iron Nitrate/TEMPO-Catalyzed Aerobic Oxidation of Alcohols to Aldehydes/Ketones: Catalysis with Table Salt (pages 1005–1017)

      Shengming Ma, Jinxian Liu, Suhua Li, Bo Chen, Jiajia Cheng, Jinqiang Kuang, Yu Liu, Baoqiang Wan, Yuli Wang, Juntao Ye, Qiong Yu, Weiming Yuan and Shichao Yu

      Article first published online: 13 APR 2011 | DOI: 10.1002/adsc.201100033

      Thumbnail image of graphical abstract

SEARCH

SEARCH BY CITATION