Palladium-catalysed O -Allylation of α-Hydroxyphosphonates: An Expedient Entry into Phosphono-oxaheterocycles

Mansour Dolé Kerim 1 Martin Cattoen 2 Nicolas Fincias 1, 2 Aurélie Dos santos 1 Stellios Arseniyadis 2, * Laurent El Kaim 1, *
* Corresponding author
1 DCSO - Laboratoire de synthèse organique
2 School of Biological and Chemical Sciences, Queen Mary University of London
Abstract : We report here an unprecedented palladium‐catalysed O‐allylation of α‐hydroxyphosphonates. The method was eventually included in a sequential Pudovik/Tsuji‐Trost type O‐allylation/Ring‐Closing Metathesis to afford a variety of phosphorylated heterocycles of various sizes ranging from 5 to 16 starting from readily available aldehydes.
Keywords : α-Hydroxyphosphonates O-allylation Palladium Pudovik reaction Ring-closing metathesis Metacyclophanes
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https://hal-polytechnique.archives-ouvertes.fr/hal-02091718
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Submitted on : Saturday, April 6, 2019 - 11:35:22 AM
Last modification on : Tuesday, July 16, 2019 - 4:10:09 PM

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Mansour Dolé Kerim, Martin Cattoen, Nicolas Fincias, Aurélie Dos santos, Stellios Arseniyadis, et al.. Palladium-catalysed O -Allylation of α-Hydroxyphosphonates: An Expedient Entry into Phosphono-oxaheterocycles. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2018, 360 (3), pp.449-454. ⟨10.1002/adsc.201701150⟩. ⟨hal-02091718⟩

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