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Core Structure-Based Design of Organocatalytic [3+2]-Cycloaddition Reactions: Highly Efficient and Stereocontrolled Syntheses of 3,3′-Pyrrolidonyl Spirooxindoles

Authors

  • Dr. Bin Tan,

    1. The Skaggs Institute for Chemical Biology and the Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA), Fax: (+1) 858-784-2583
    2. College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036 (P. R. China)
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  • Xiaofei Zeng,

    1. College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036 (P. R. China)
    2. Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371 (Singapore)
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  • Wendy Wen Yi Leong,

    1. College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036 (P. R. China)
    2. Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371 (Singapore)
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  • Zugui Shi,

    1. College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036 (P. R. China)
    2. Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371 (Singapore)
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  • Prof. Dr. Carlos F. Barbas III,

    Corresponding author
    1. The Skaggs Institute for Chemical Biology and the Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA), Fax: (+1) 858-784-2583
    • The Skaggs Institute for Chemical Biology and the Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA), Fax: (+1) 858-784-2583
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  • Prof. Dr. Guofu Zhong

    Corresponding author
    1. College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036 (P. R. China)
    2. Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371 (Singapore)
    • College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036 (P. R. China)
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Errata

This article is corrected by:

  1. Errata: Corrigendum: Core Structure-Based Design of Organocatalytic [3+2]-Cycloaddition Reactions: Highly Efficient and Stereocontrolled Syntheses of 3,3′-Pyrrolidonyl Spirooxindoles Volume 18, Issue 21, 6414, Article first published online: 15 May 2012

Abstract

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Extraordinary levels of stereocontrol were achieved in an efficient organocatalytic asymmetric [3+2]-cycloaddition reaction between an α-isothiocyanato imide and various methyleneindolinones. Simple precursors were used for the rapid construction of spirocyclic oxindole derivatives with high enantiopurity and structural diversity, thus providing a new avenue of significance to medicinal chemistry and diversity-oriented synthesis.

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