6533b873fe1ef96bd12d4cc7

RESEARCH PRODUCT

Applications and stereoselective syntheses of P-chirogenic phosphorus compounds.

Sylvain JugéMathieu DutartreJerome Bayardon

subject

chemistry.chemical_elementring-closing metathesis010402 general chemistryenantioselective transfer hydrogenation[ CHIM ] Chemical Sciences01 natural sciencesCoordination complexcatalyzed asymmetric hydrogenationchemistry.chemical_compoundactive phosphine oxides[CHIM]Chemical Scienceschiral diphosphine ligandsOrganic chemistryMolecular materialstransition-metal catalysischemistry.chemical_classificationacyl-transfer catalysts010405 organic chemistryPhosphorusEnantioselective synthesisc migration rearrangementGeneral Chemistry0104 chemical scienceschemistrytert-butylphenylphosphine oxideStereoselectivityray crystal-structureChirality (chemistry)Phosphine

description

International audience; 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.

10.1039/c6cs00031bhttps://pubmed.ncbi.nlm.nih.gov/27479243