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SYNTHETIC METHODOLOGY

Fragmentation and reassembly

Metal-catalysed hydroformylations efficiently convert feedstock alkenes into aldehydes, though typically relatively simple ones. Now, the palladium-catalysed fragmentation of acid chlorides followed by reassembly with alkynes and silanes has been shown to form valuable, highly substituted α,β-unsaturated aldehydes.

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Fig. 1: A versatile, palladium-catalysed carboformylation reaction to prepare highly substituted α,β-unsaturated aldehydes.

References

  1. 1.

    Beller, M. & Wu, X.-F. Transition Metal Catalyzed Carbonylation Reactions (Springer, 2013).

  2. 2.

    Börner, A. & Franke, R. Hydroformylation: Fundamentals, Processes, and Applications in Organic Synthesis (Wiley-VCH, 2016).

  3. 3.

    Lee, Y. H., Denton, E. H. & Morandi, B. Nat. Chem. https://doi.org/10.1038/s41557-020-00621-x (2021).

  4. 4.

    Fang, X., Cacherat, B. & Morandi, B. Nat. Chem. 9, 1105–1109 (2017).

    CAS  Article  Google Scholar 

  5. 5.

    Lee, Y. H. & Morandi, B. Nat. Chem. 10, 1016–1022 (2018).

    CAS  Article  Google Scholar 

  6. 6.

    De La Higuera Macias, M. & Arndtsen, B. A. J. Am. Chem. Soc. 140, 10140–10144 (2018).

    Article  Google Scholar 

  7. 7.

    Brown, S., Clarkson, S., Grigg, R. & Sridharan, V. J. Chem. Soc., Chem. Commun. 1135–1136 (1995).

  8. 8.

    Zhang, S., Neumann, H. & Beller, M. Chem. Soc. Rev. 49, 3187–3210 (2020).

    CAS  Article  Google Scholar 

Download references

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Correspondence to Bruce A. Arndtsen.

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Zgheib, J., Arndtsen, B.A. Fragmentation and reassembly. Nat. Chem. 13, 110–111 (2021). https://doi.org/10.1038/s41557-020-00631-9

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