Papers by Laure Monnereau
Chemistry - A European Journal, 2015
Asymmetric transfer hydrogenation was applied to a wide range of racemic aryl α-alkoxy-β-ketoeste... more Asymmetric transfer hydrogenation was applied to a wide range of racemic aryl α-alkoxy-β-ketoesters in the presence of well-defined, commercially available, chiral catalyst Ru(II) -(N-p-toluenesulfonyl-1,2-diphenylethylenediamine) and a 5:2 mixture of formic acid and triethylamine as the hydrogen source. Under these conditions, dynamic kinetic resolution was efficiently promoted to provide the corresponding syn α-alkoxy-β-hydroxyesters derived from substituted aromatic and heteroaromatic aldehydes with a high level of diastereoselectivity (diastereomeric ratio (d.r.)>99:1) and an almost perfect enantioselectivity (enantiomeric excess (ee)>99 %). Additionally, after extensive screening of the reaction conditions, the use of Ru(II) - and Rh(III) -tethered precatalysts extended this process to more-challenging substrates that bore alkenyl-, alkynyl-, and alkyl substituents to provide the corresponding syn α-alkoxy-β-hydroxyesters with excellent enantiocontrol (up to 99 % ee) and good to perfect diastereocontrol (d.r.>99:1). Lastly, the synthetic utility of the present protocol was demonstrated by application to the asymmetric synthesis of chiral ester ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)-propanoate, which is an important pharmacophore in a number of peroxisome proliferator-activated receptor α/γ dual agonist advanced drug candidates used for the treatment of type-II diabetes.
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J. Mater. Chem. A, 2015
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Chem. Commun., 2015
Eight hyper cross-linked polymers based on tetrakis(4-ethynylphenyl)germanium and tetrakis(4-ethy... more Eight hyper cross-linked polymers based on tetrakis(4-ethynylphenyl)germanium and tetrakis(4-ethynylphenyl)methane are presented. After investigation of their N2 adsorption properties at 77 K, the porosity of the germanium-based porous organic polymers (POPs) was modulated under acidic conditions, offering an easy and direct way, in a single step, to tune the adsorption properties.
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ChemPlusChem, 2014
ABSTRACT Herein, we report three different hyper-cross-linked polymers (HCPs), which were synthes... more ABSTRACT Herein, we report three different hyper-cross-linked polymers (HCPs), which were synthesised by means of copper-catalysed Huisgen 1,3-dipolar cycloaddition (CuAAC). These polymers represent novel porous networks as these are the first examples of frameworks based on a rigid pseudo-octahedral monomer (para-substituted hexaphenyl-p-xylene)—a sixfold functionalised core. The porous “click” HCPs are insoluble in common organic solvents as well as in strong acids and bases and show a high thermal stability. Their porosity was confirmed by sorption measurements using nitrogen gas at 77 K. The highest Brunauer–Emmett–Teller (BET) surface area of 725 m2 g−1 was obtained by a combination of the tetrahedral tetrakisphenylmethane-azide and the pseudo-octahedral hexaphenyl-p-xylene-alkyne (1,4-ditritylbenzene-alkyne).
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ChemInform, 2011
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RSC Adv., 2015
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ChemInform, 2012
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Polymer, 2015
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Transition Metal Chemistry, 2013
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Polymer, 2014
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Polyhedron, 2013
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Green Chemistry, 2010
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European Journal of Organic Chemistry, 2012
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European Journal of Organic Chemistry, 2010
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European Journal of Inorganic Chemistry, 2014
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Chemistry - A European Journal, 2010
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Chemical Communications, 2011
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Advanced Synthesis & Catalysis, 2009
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Advanced Synthesis & Catalysis, 2013
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Advanced Synthesis & Catalysis, 2009
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Papers by Laure Monnereau