Hydrozirconation/bromination, followed by a Michaelis-Arbuzov reaction, as a convenient approach towards polyfunctional glycosylphosphonates - Archive ouverte HAL Access content directly
Journal Articles Carbohydrate Research Year : 2020

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

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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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hal-03151446 , version 1 (03-02-2023)

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Attribution - NonCommercial - CC BY 4.0

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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, 2020, ⟨10.1016/j.carres.2020.108228⟩. ⟨hal-03151446⟩
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