Journal ArticleDOI
Deracemization of 5-(4-hydroxyphenyl)-5-phenylhydantoin (HPPH): practical synthesis of (-)-(S)-HPPH
Jens Riedner,Pierre Vogel +1 more
TLDR
In the presence of 10% NaOH in boiling MeOH enantiomerically enriched HPPH is racemized as mentioned in this paper, which permits the deracemization of HPPH with Brucine, giving enantiomersically pure (-)-S)-HPPH [(-)-(S)-5-(4-hydroxyphenyl)-5-phenylhydandoin].Abstract:
In the presence of 10% NaOH in boiling MeOH enantiomerically enriched HPPH is racemized. This permits the deracemization of HPPH in the presence of brucine, giving enantiomerically pure (-)-(S)-HPPH [(-)-(S)-5-(4-hydroxyphenyl)-5-phenylhydandoin]. (C) 2004 Elsevier Ltd. All rights reserved.read more
Citations
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Journal ArticleDOI
Crystallization-induced diastereomer transformations
Journal ArticleDOI
Simple Open-Chain Phosphite-Olefin as Ligand for Rh-Catalyzed Asymmetric Arylation of Cyclic Ketimines: Enantioselective Access to gem-Diaryl α-Amino Acid Derivatives
Yi Li,Yue-Na Yu,Ming-Hua Xu +2 more
TL;DR: In this article, a new class of chiral phosphite-based hybrid olefin ligands has been developed and utilized in Rh-catalyzed asymmetric arylation of 1,2,5-thiadiazolidine 1,1-dioxide type cyclic ketimines.
Journal ArticleDOI
Catalytic Asymmetric Intermolecular Radical Aminotrifluoromethylation of Alkenes with Hydrazines by Cu(I)/CPA Cooperative Catalysis
Zhe Wang,Jiang-Tao Cheng,Zhichao Shi,Na Wang,Feng Zhan,Sheng-Peng Jiang,Jin-Shun Lin,Yuyang Jiang,Xin-Yuan Liu +8 more
TL;DR: In this paper, the first catalytic enantioselective intermolecular radical aminotrifluoromethylation of alkene with hydrazine and Togni's reagent by Cu(I)/CPA cooperative catalysis has been reported.
Journal ArticleDOI
Aziridines in one step from hydantoins via Red-Al mediated ring-contraction
TL;DR: In this article, a method to synthesize aziridines from their corresponding hydantoins in one step using an excess of Red-Al overnight in refluxing toluene was developed.
Posted ContentDOI
Two- and Three-Directional Synthesis by 3-7MCRs of Novel (Imidazolidine/Thiazolidine)-2,4-Diones: Characterization, Antibacterial, Anticonvulsant and Molecular Docking Investigation
TL;DR: In this paper , a variety of new compounds containing two or three biologically active nuclei of imidazolidine 2,4-dione and thiazolidine-2,4dione (TZD) via optimization two and three directional 3 and 4MCRs Knoevenagel condensation ( method A ) and twoand three directional 5 and 7 MCRs Bucherer-Bergs ( method B ) were confirmed by FT-IR, 1 HNMR, 13 CNMR, and Elemental analysis.
References
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Journal ArticleDOI
Stereoselective Organic Synthesis via Dynamic Kinetic Resolution
TL;DR: Asymmetric catalysts, either chemical or biological, effect the reactions of enantiomeric substrates at unequal rates, allowing for the kinetic resolution of racemates as discussed by the authors, which is a powerful tool for the stereoselective synthesis of chiral compounds, as exemplified by the biochemical hydrolysis of hydantoins or oxazolinones and microbial reductions or BINAP-Ru(II) catalyzed hydrogenation of certain α-substituted β-keto esters.
Journal ArticleDOI
Racemisation in asymmetric synthesis. Dynamic kinetic resolution and related processes in enzyme and metal catalysis
TL;DR: Dynamic kinetic resolution (DKR) has recently become an alternative to the traditional kinetic resolution, but also a new procedure for asymmetric synthesis as discussed by the authors, and new procedures for efficient dynamic kinetic resolution became available.
Journal ArticleDOI
Ruthenium- and enzyme-catalyzed dynamic kinetic resolution of secondary alcohols
TL;DR: In this article, an enzymatic resolution of secondary alcohols under substrate racemizing conditions was studied using an immobilized lipase from Candida antarctica in the presence of a ruthenium catalyst.
Journal ArticleDOI
Dynamic kinetic resolution
TL;DR: In this paper, the equilibration of a mixture of enantiomers or diastereoisomers prior to or during kinetic resolution permits the isolation of a single isomer of one product in >50% yield.
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