Search results for "catalyzed asymmetric hydrogenation"

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Applications and stereoselective syntheses of P-chirogenic phosphorus compounds.

2016

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. Thi…

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)PhosphineChemical Society reviews
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Designing P-Chirogenic 1,2-Diphosphinobenzenes at Both P-Centers Using P(III)-Phosphinites

2016

International audience; A new enantiodivergent synthesis of P-chirogenic 1,2-diphosphinobenzenes (DP*B) bearing the chirality on one or both phosphorus centers is reported using aryne chemistry. The principle is based on successive reactions of 1,2-dibromobenzene with sec-phosphide boranes, then DABCO to remove the borane, and finally with chlorophosphines or P(III)-chirogenic phosphinites. The efficiency of this synthesis was demonstrated by the stereoselective preparation of (S,S)-1,2-bis(o-anisylphenylphosphino)benzene. A comparison of DIPAMP and homochiral DP*B ligands in asymmetric Rh- or Pd-catalyzed reactions was reported.

phosphine-ligandsDIPAMPketonesStereochemistryBoranesDABCOBorane010402 general chemistry[ CHIM ] Chemical Sciences01 natural sciencesBiochemistryArynecatalyzed asymmetric hydrogenationchemistry.chemical_compoundfunctionalized alkenes[ CHIM.ORGA ] Chemical Sciences/Organic chemistry[CHIM]Chemical SciencesorganocatalysisPhysical and Theoretical Chemistryhydroformylation010405 organic chemistryChemistry[CHIM.ORGA]Chemical Sciences/Organic chemistryOrganic Chemistrycarbon-monoxide0104 chemical scienceshighly enantioselective hydrogenationOrganocatalysisderivativesStereoselectivityChirality (chemistry)phospholane ligands
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