4.8 Review

Applications and stereoselective syntheses of P-chirogenic phosphorus compounds

Journal

CHEMICAL SOCIETY REVIEWS
Volume 45, Issue 20, Pages 5771-5794

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6cs00031b

Keywords

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Funding

  1. Ministe re de l'Education Nationale et de la Recherche
  2. CNRS (Centre National de la Recherche Scientifique)
  3. Conseil Regional de Bourgogne [3MIM, CDEA/SMT8]

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Phosphorus compounds bearing chirality on the P-center are usually qualified as P-chirogenic or P-stereogenic. This chemical class concerns natural products, agrochemistry, molecular materials, biology and pharmacy, although it is certainly in coordination chemistry and in asymmetric catalysis using chiral transition metal complexes that P-chirogenic phosphorus compounds are the most used. The chiral phosphine ligands and their uses in asymmetric metal-catalyzed reactions have been widely reviewed in literature. However, an overview covering the applications as well as the stereoselective syntheses of all classes of phosphorus compounds has not yet been provided. This review reports the best stereoselective or asymmetric syntheses, the most efficient P*-building blocks and functionalisation of P-chirogenic compounds, in the light of chiral phosphorus compound applications. It is an extensive and useful documentation from pioneering work to recent advances in phosphorus stereochemistry.

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