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Updated: Jul 3, 2026
08:46
Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
A simple route to chiral phosphinous acid-boranes
Delphine Moraleda1, David Gatineau, David Martin
1Université Aix-Marseille, Institut des Sciences Moléculaires de Marseille, ECM, CNRS, UMR 6263, Av. Escadrille Normandie Niemen, Marseille Cedex 20, 13397.
Chemical Communications (Cambridge, England)
|August 9, 2008
Summary
This study presents a straightforward one-pot method for creating enantiomerically enriched phosphinous acid-boranes. The synthesis utilizes readily available starting materials, offering an efficient route to valuable chiral organophosphorus compounds.
Area of Science:
- Organophosphorus Chemistry
- Asymmetric Synthesis
Background:
- Chiral phosphinous acid-boranes are important synthetic intermediates.
- Efficient methods for their enantioselective synthesis are highly sought after.
Purpose of the Study:
- To develop a simple and efficient one-pot synthesis for enantiomerically enriched alkyl- and arylphenylphosphinous acid-boranes.
Main Methods:
- The synthesis employs a readily available chiral phosphinate precursor, (R(P))-(-)-menthylhydrogenophenylphosphinate.
- Organolithium reagents are used to functionalize the phosphinate.
Main Results:
- The one-pot procedure successfully yields enantiomerically enriched phosphinous acid-boranes.
- The method is applicable to both alkyl and aryl substituted products.
Conclusions:
- A practical and efficient one-pot synthesis for chiral phosphinous acid-boranes has been established.
- This method provides access to valuable chiral organophosphorus compounds from accessible precursors.
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