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The present invention relates to a process for preparing an enantioenriched phosphorus-stereogenic, tertiary phosphine. Secondary phosphines are contacted with an alkyl halide and base in the presence of a chiral metal catalyst thereby producing the enantioenriched phosphorus-stereogenic, tertiary phosphine for subsequent use in homogeneous catalysis reactions.

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Metal catalyst and ligand design,
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Provided is a method for producing a ruthenium complex comprises the step of reacting a ruthenium compound represented by general formula (1): [RuX(L)(PP)]X ??(1), wherein Ru represents a ruthenium atom; X represents a halogen atom; L represents an arene; and PP represents an optically active bisphosphine, with a carboxylate salt represented by general formula (2): R1CO2M ??(2), wherein M represents a monovalent cation; and R1 represents a group selected from the group consisting of alkyl groups, haloalkyl groups, phenyl groups optionally having a substituent(s), 1-aminoalkyl groups and 1-amino-1-phenylalkyl groups, to produce a ruthenium complex represented by general formula (3): Ru(OCOR1)2(PP) ??(3), wherein R1 represents the group selected from the group consisting of alkyl groups, haloalkyl groups, phenyl groups optionally having a substituent(s), 1-aminoalkyl groups and 1-amino-1-phenylalkyl groups; and PP represents the optically active bisphosphine.

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Metal catalyst and ligand design,
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The invention relates to a method for the production of a statin. Said method comprises the following steps: a) a compound of formula (II) is produced, wherein S1 represents a hydrogen atom or a hydroxyl protective group, S2 and S3 independently represent a hydroxyl protective group and R1 represents a hydrogen atom or a carboxyl protective group. Said compound of formula (II) is produced by stereoselective hydrogenation of a compound of formula (III) in order to form a compound of formula (II-a) and, optionally, by introducing a hydroxyl protective group. b) by lactonising the compound of formula II in order to form a compound of formula (I-a).

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Metal catalyst and ligand design,
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Domino cyclization: Alkylpalladium intermediates in an asymmetric Heck reaction were intercepted by a second alkene to give tricyclic products with high enantioselectivity (see scheme; Boc=tert-butoxycarbonyl). The method was applied to the asymmetric synthesis of a precursor of (-)-martinellic acid, a folk eye medicine in South America. Copyright

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Metal catalyst and ligand design,
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A new methodology has been developed for the stereoselective preparation of beta-aryl-beta-boronyl alpha,beta-unsaturated esters via Heck coupling, and their subsequent copper(I)-catalyzed enantioselective conjugate reduction. Various chiral secondary boronate derivatives can be accessed in excellent yields and good to high levels of enantioselectivity through the efficient copper-catalyzed process using polymethylhydrosiloxane (PMHS) as the hydride source.

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Copper-catalyzed asymmetric synthesis and comparative aldose reductase inhibition activity of (+)/(-)-1,2-benzothiazine-1,1-dioxide acetic acid derivatives

A copper catalyst system for the asymmetric 1,4-hydrosilylation of the alpha,beta-unsaturated carboxylate class was developed by which synthesis of (+)- and (-)-enantiomers of 1,2-benzothiazine-1,1-dioxide acetates has been achieved with a good yield and an excellent level of enantioselectivity. A comparative structure-activity relationship study yielded the following order of aldose reductase inhibition activity: (-)-enantiomers > racemic > (+)-enantiomers. Further, a molecular docking study suggested that the (-)-enantiomer had significant binding affinity and thus increased inhibition activity.

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Metal catalyst and ligand design,
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Catalytic Hydrothiolation: Regio- and Enantioselective Coupling of Thiols and Dienes

We report a Rh-catalyzed hydrothiolation of 1,3-dienes, including petroleum feedstocks. Either secondary or tertiary allylic sulfides can be generated from the selective addition of a thiol to the more substituted double bond of a diene. The catalyst tolerates a wide range of functional groups, and the loading can be as low as 0.1 mol %.

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Metal catalyst and ligand design,
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