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Hydrozirconation/bromination, followed by a Michaelis-Arbuzov reaction, as a convenient approach towards polyfunctional glycosylphosphonates

Abstract : In this note, an hydrozirconation/bromination/Michaelis-Arbuzov sequence was developped to introduce a trimethylene phosphonate unit on ketopyranosides. Performed on polyfunctional substrates bearing orthogonal protecting groups, this new approach provided a straightforward entry towards a large diversity of glycophosphomimetics having a quaternary anomeric position.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-03151446
Contributor : Thomas Lecourt <>
Submitted on : Thursday, February 25, 2021 - 8:05:15 AM
Last modification on : Saturday, February 27, 2021 - 3:26:11 AM

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Antoine Joosten, Floriane Heis, Marine Gavel, Véronique Chassagne, Alexandra Le Foll, et al.. Hydrozirconation/bromination, followed by a Michaelis-Arbuzov reaction, as a convenient approach towards polyfunctional glycosylphosphonates. Carbohydrate Research, Elsevier, 2020, ⟨10.1016/j.carres.2020.108228⟩. ⟨hal-03151446⟩

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