134641-08-0Relevant academic research and scientific papers
Photo-Biocatalytic Cascades for the Synthesis of Volatile Sulfur Compounds and Chemical Building Blocks
Castagnolo, Daniele,Lauder, Kate
, p. 737 - 744 (2020/05/19)
Biocatalysis is a branch of catalysis that exploits enzymes to perform highly stereoselective chemical transformations under mild and sustainable conditions. This Synpact highlights how biocatalysis can be used in the synthesis of chiral 1,3-mercaptoalkan
Photo-biocatalytic One-Pot Cascades for the Enantioselective Synthesis of 1,3-Mercaptoalkanol Volatile Sulfur Compounds
Lauder, Kate,Toscani, Anita,Qi, Yuyin,Lim, Jesmine,Charnock, Simon J.,Korah, Krupa,Castagnolo, Daniele
supporting information, p. 5803 - 5807 (2018/04/19)
The synthesis of enantiomerically pure 1,3-mercaptoalkanol volatile sulfur compounds through a one-pot photo-biocatalytic cascade reaction is described. Two new KRED biocatalysts with opposite enantioselectivity were discovered and proved to be efficient
A large-scale synthesis of enantiomerically pure γ-hydroxy-organochalcogenides
Princival, Jefferson L.,de Oliveira, Morilo S.C.,Dos Santos, Alcindo A.,Comasseto, Joao V.
experimental part, p. 2699 - 2703 (2010/04/29)
Enantiomerically pure (R)- and (S)-γ-hydroxy-organochalcogenides are prepared using poly-[R]-3-hydroxybutanoate (PHB) as the starting material.
Novel diphosphines, their complexes with transisition metals and their use in asymmetric synthesis
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Page 10-11, (2010/02/09)
The invention relates to novel diphosphines, in optically pure or racemic form, of formula (I): in which: R1 and R2 are a (C5-C7)cycloalkyl group, an optionally substituted phenyl group or a 5-membered heteroaryl group; and A is (CH2—CH2) or CF2. The invention further relates to the use of a compound of formula (I) as a ligand for the preparation of a metal complex useful as a chiral catalyst in asymmetric catalysis, and to the chiral metal catalysts comprising at least one ligand of formula (I).
Synthesis and Molecular Modeling Studies of SYNPHOS(R), a New, Efficient Diphosphane Ligand For Ruthenium-Catalyzed Asymmetric Hydrogenation
Paule, Sebastien Duprat de,Jeulin, Severine,Ratovelomanana-Vidal, Virginie,Genet, Jean-Pierre,Champion, Nicolas,Dellis, Philippe
, p. 1931 - 1941 (2007/10/03)
A new, optically active, atropisomeric diphosphane ligand, (2,3,2',3'-tetrahydro-5,5'-bi(1,4-benzodioxin)-6,6'-diyl)bis-(diphenylphosphane) (SYNPHOS(R)), has been synthesized, characterized, and used in ruthenium-catalyzed asymmetric hydrogenations. This new ligand has been compared with other atropisomeric diphosphanes (BINAP and MeO-BIPHEP) with respect to their dihedral angles calculated by molecular modeling and the enantioselectivity of their ruthenium-mediated hydrogenation reactions.
SYNPHOS: A new atropisomeric diphosphine ligand. From laboratory-scale synthesis to scale-up development
Duprat De Paule, Sebastien,Jeulin, Severine,Ratovelomanana-Vidal, Virginie,Genet, Jean-Pierre,Champion, Nicolas,Deschaux, Gilles,Dellis, Philippe
, p. 399 - 406 (2013/09/06)
A new optically active diphosphine ligand, [(5,6),(5′,6′)-bis(ethylenedioxy)biphenyl.2,2′-diyl]bis (diphenylphosphine) (SYNPHOS) has been synthesized. Laboratory-scale synthesis and scale-up development of this ligand are described herein. This new atropisomeric diphosphine was also used in ruthenium-catalyzed asymmetric hydrogenation.
Kinetic resolution of β- and γ-hydroxy sulfides by fungal lipase from Humicola lanuginosa
Singh, Satwinder,Kumar, Subodh,Chimni, Swapandeep Singh
, p. 231 - 240 (2007/10/03)
Racemic β- and γ-hydroxy sulfides were resolved by Humicola lanuginosa lipase catalyzed transesterification using vinyl acetate both as acyl donor and solvent. The effect of substituents and spacer length on rate of reaction and enantioselectivity is obse
Enantioselective ruthenium-mediated hydrogenation: Developments and applications
Ratovelomanana-Vidal, Virginie,Genet, Jean-Pierre
, p. 163 - 171 (2007/10/03)
A general preparation of chiral ruthenium(II) catalysts and the homogeneous enantioselective hydrogenation of prochiral olefins and keto groups are presented. Some applications to the synthesis of biologically active compounds are reported.
Preparation of Sulfur-Containing Optically Active Secondary Alcohols Based on Pichia farinosa-Catalyzed anti-Prelog-Rule Reduction as the Key Step
Ohtsuka, Yoshikazu,Katoh, Osamu,Sugai, Takeshi,Ohta, Hiromichi
, p. 483 - 491 (2007/10/03)
A Pichia farinosa IAM 4682 mediated reduction of sulfur containing ketones afforded secondary alcohols with (R)-absolute configuration. For example, 4-(phenylthio)-2-butanone and 4-(phenylsulfonyl)-2-butanone afforded (R)-4-(phenylthio)-2-butanol (91%ee) in 90% yield and (R)-4-(phenylsulfonyl)-2-butanol (97%ee) in 94% yield, respectively. In the case that the ee of the product was not satisfactory, any contaminating (S)-enantiomer was selectively oxidized by Rhodococcus rhodochrous IFO 15564 to leave pure (R)-enantiomer. The substrate specificity of Pichia farinosa-mediated reduction and Rhodococcus rhodochrous-mediated oxidation was further examined.
Asymmetric hydrogenation of phenylthio ketones with chiral Ru(II) catalysts
Tranchier, Jean-Philippe,Ratovelomanana-Vidal, Virginie,Genet, Jean-Pierre,Tong, Shaojing,Cohen, Theodore
, p. 2951 - 2954 (2007/10/03)
Asymmetric hydrogenation of phenylthio ketones using chiral Ru(II) catalysts is reported. Complete conversions and enatiomeric excesses up to 98% were obtained.
