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Progress in Enantioselective Cu(I)-catalyzed Formation of Stereogenic Centers pp 169–182Cite as

Catalytic Asymmetric Addition Reactions of Cu(I)-Conjugated Soft Carbon Nucleophiles

Part of the Topics in Organometallic Chemistry book series (TOPORGAN,volume 58)

Abstract

Copper is a ubiquitous element on the earth. Copper catalysts promote a wide variety of reaction types by acting as a Lewis acid, a π acid, a Brønsted base, or an electron mediator. These features make copper catalysts particularly attractive in modern organic chemistry. In this review, we discuss examples of recent copper(I)-catalyzed asymmetric C–C bond-forming reactions via the addition of soft copper(I)-conjugated carbon nucleophiles to carbonyl electrophiles. Specifically, we focus on the unique orthogonal reactivity of soft copper(I)-conjugated carbon nucleophiles to hard protic functional groups, which would allow for protecting group-minimized molecular synthesis.

Keywords

  • Asymmetric
  • Catalyst
  • Copper
  • Protecting group-minimized
  • Soft carbon nucleophile

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Author information

Authors and Affiliations

  1. Graduate School of Pharmaceutical Sciences, the University of Tokyo, 7-3-1, Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan

    Xiaofeng Wei, Yohei Shimizu & Motomu Kanai

  2. JST-ERATO, Kanai Life Science Catalysis Project, 7-3-1, Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan

    Motomu Kanai

Authors
  1. Xiaofeng Wei
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  2. Yohei Shimizu
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  3. Motomu Kanai
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Corresponding author

Correspondence to Motomu Kanai .

Editor information

Editors and Affiliations

  1. Stratingh Institute for Chemistry, University of Groningen, Groningen, The Netherlands

    Syuzanna R. Harutyunyan

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Wei, X., Shimizu, Y., Kanai, M. (2015). Catalytic Asymmetric Addition Reactions of Cu(I)-Conjugated Soft Carbon Nucleophiles. In: Harutyunyan, S. (eds) Progress in Enantioselective Cu(I)-catalyzed Formation of Stereogenic Centers. Topics in Organometallic Chemistry, vol 58. Springer, Cham. https://doi.org/10.1007/3418_2015_163

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