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Asymmetric catalytic formation of quaternary carbons by iminium ion trapping of radicals

Author

Listed:
  • John J. Murphy

    (Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology)

  • David Bastida

    (Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology)

  • Suva Paria

    (Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology)

  • Maurizio Fagnoni

    (Photogreen Laboratory, University of Pavia)

  • Paolo Melchiorre

    (Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology
    Catalan Institution for Research and Advanced Studies (ICREA))

Abstract

A combination of photoredox and asymmetric organic catalysis enables enantioselective radical conjugate additions to β,β-disubstituted cyclic enones to construct quaternary carbon stereocentres with high fidelity.

Suggested Citation

  • John J. Murphy & David Bastida & Suva Paria & Maurizio Fagnoni & Paolo Melchiorre, 2016. "Asymmetric catalytic formation of quaternary carbons by iminium ion trapping of radicals," Nature, Nature, vol. 532(7598), pages 218-222, April.
    • Handle: RePEc:nat:nature:v:532:y:2016:i:7598:d:10.1038_nature17438
    DOI: 10.1038/nature17438
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    Cited by:

    1. Yujun Li & Shaopeng Guo & Qing-Han Li & Ke Zheng, 2023. "Metal-free photoinduced C(sp3)–H/C(sp3)–H cross-coupling to access α‑tertiary amino acid derivatives," Nature Communications, Nature, vol. 14(1), pages 1-9, December.
    2. Zhenghui Wen & Diego Pintossi & Manuel Nuño & Timothy Noël, 2022. "Membrane-based TBADT recovery as a strategy to increase the sustainability of continuous-flow photocatalytic HAT transformations," Nature Communications, Nature, vol. 13(1), pages 1-9, December.
    3. Geun Seok Lee & Beomsoon Park & Soon Hyeok Hong, 2022. "Stereoretentive cross-coupling of chiral amino acid chlorides and hydrocarbons through mechanistically controlled Ni/Ir photoredox catalysis," Nature Communications, Nature, vol. 13(1), pages 1-11, December.

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