Enantioselective Synthesis of Cyclopropanes That Contain Fluorinated Tertiary Stereogenic Carbon Centers: A Chiral α-Fluoro Carbanion Strategy

Authors

  • Xiao Shen,

    1. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai, 200032 (China)
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  • Dr. Wei Zhang,

    1. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai, 200032 (China)
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  • Lei Zhang,

    1. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai, 200032 (China)
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  • Tao Luo,

    1. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai, 200032 (China)
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  • Xiaolong Wan,

    1. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai, 200032 (China)
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  • Dr. Yucheng Gu,

    1. Syngenta, Jealott's Hill International Research Centre Bracknell, Berkshire, RG42 6EY (UK)
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  • Prof. Dr. Jinbo Hu

    Corresponding author
    1. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai, 200032 (China)
    • Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai, 200032 (China)
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Errata

This article is corrected by:

  1. Errata: Berichtigung: Enantioselective Synthesis of Cyclopropanes That Contain Fluorinated Tertiary Stereogenic Carbon Centers: A Chiral α-Fluoro Carbanion Strategy Volume 125, Issue 2, 508, Article first published online: 28 December 2012

  • Support of our work by the National Natural Science Foundation of China (20825209 and 20832008), the National Basic Research Program of China (2012CB215500 and 2012CB821600), the Chinese Academy of Sciences, and the Syngenta PhD Studentship (to X.S.) is gratefully acknowledged. We thank Dr. John Clough of Syngenta at Jealott’s Hill International Research Centre for proofreading of the manuscript.

Abstract

original image

Ein fluoriertes Sulfoximin (siehe Schema; Ts=p-Toluolsulfonyl) wurde synthetisiert und als erstes chirales Fluormethylenierungsreagens eingesetzt, um Cyclopropane mit fluorsubstituierten tertiären Kohlenstoff-Stereozentren in guten Ausbeuten und Diastereoselektivitäten sowie mit ausgezeichneten Enantioselektivitäten zu erhalten.

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