Cargando…

Deracemization of a Racemic Allylic Sulfoxide Using Viedma Ripening

[Image: see text] Despite the importance of enantiopure chiral sulfoxides, few methods exist that allow for their deracemization. Here, we show that an enantiopure sulfoxide can be produced from the corresponding racemate using Viedma ripening involving rearrangement-induced racemization. The suitab...

Descripción completa

Detalles Bibliográficos
Autores principales:	Engwerda, Anthonius H. J., Koning, Niels, Tinnemans, Paul, Meekes, Hugo, Bickelhaupt, F. Matthias, Rutjes, Floris P. J. T., Vlieg, Elias
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2017
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5543398/ https://www.ncbi.nlm.nih.gov/pubmed/28794692 http://dx.doi.org/10.1021/acs.cgd.7b00828

Ejemplares similares

Combining Viedma Ripening and Temperature Cycling Deracemization
por: Belletti, Giuseppe, et al.
Publicado: (2022)

Photoracemization‐Based Viedma Ripening of a BINOL Derivative
por: Belletti, Giuseppe, et al.
Publicado: (2019)

Solid Phase Deracemization of an Atropisomer
por: Engwerda, Anthonius H. J., et al.
Publicado: (2017)

Influence of Ostwald’s Rule of Stages in the Deracemization of a Compound Using a Racemic Resolving Agent
por: Lerdwiriyanupap, Tharit, et al.
Publicado: (2022)

Role of Additives during Deracemization Using Temperature Cycling
por: Belletti, Giuseppe, et al.
Publicado: (2018)

Speeding up Viedma Deracemization through Water‐catalyzed and Reactant Self‐catalyzed Racemization
por: Tortora, Carola, et al.
Publicado: (2020)

Solid‐Phase Conversion of Four Stereoisomers into a Single Enantiomer
por: Engwerda, Anthonius H. J., et al.
Publicado: (2018)

Racemic and Enantiopure Camphene and Pinene Studied by the Crystalline Sponge Method
por: de Poel, Wester, et al.
Publicado: (2017)

On the mechanism of solid-state phase transitions in molecular crystals – the role of cooperative motion in (quasi)racemic linear amino acids
por: Smets, M. M. H., et al.
Publicado: (2020)

The crystal structures of four dimethoxybenzaldehyde isomers
por: Brugman, Sander J. T., et al.
Publicado: (2019)

Co‐crystal Prediction by Artificial Neural Networks
por: Devogelaer, Jan‐Joris, et al.
Publicado: (2020)

Highly Enantioselective Hiyama Cross-Coupling via Rh-Catalyzed Allylic Arylation of Racemic Allyl Chlorides
por: González, Jesús, et al.
Publicado: (2019)

Highly enantioselective synthesis of (R)-1,3-butanediol via deracemization of the corresponding racemate by a whole-cell stereoinverting cascade system
por: Zu, Han, et al.
Publicado: (2020)

Copper-catalyzed asymmetric allylic alkylation of racemic inert cyclic allylic ethers under batch and flow conditions
por: Li, Jun, et al.
Publicado: (2023)

Crystallization-Induced Deracemization: Experiments and Modeling
por: Bodák, Brigitta, et al.
Publicado: (2022)

Emergence of single-molecular chirality from achiral reactants
por: Steendam, René R. E., et al.
Publicado: (2014)

Asymmetric Suzuki-Miyaura coupling of heterocycles via Rhodium-catalysed allylic arylation of racemates
por: Schäfer, Philipp, et al.
Publicado: (2017)

Hypoglycemic and hypolipidemic effect of S-allyl-cysteine sulfoxide (alliin) in DIO mice
por: Zhai, Baiqiang, et al.
Publicado: (2018)

Quantification of Allyl Methyl Sulfide, Allyl Methyl Sulfoxide, and Allyl Methyl Sulfone in Human Milk and Urine After Ingestion of Cooked and Roasted Garlic
por: Qin, Wen, et al.
Publicado: (2020)

Comparing and Quantifying the Efficiency of Cocrystal Screening Methods for Praziquantel
por: Charpentier, Maxime D., et al.
Publicado: (2022)

Counterion-Enhanced Pd/Enamine Catalysis: Direct Asymmetric α-Allylation of Aldehydes with Allylic Alcohols by Chiral Amines and Achiral or Racemic Phosphoric Acids
por: Pálvölgyi, Ádám Márk, et al.
Publicado: (2020)

Photochemical Deracemization of Allenes and Subsequent Chirality Transfer
por: Plaza, Manuel, et al.
Publicado: (2020)

Deracemization By Simultaneous Bio-oxidative Kinetic Resolution and Stereoinversion**
por: Schrittwieser, Joerg H, et al.
Publicado: (2014)

Copper-catalysed asymmetric allylic alkylation of alkylzirconocenes to racemic 3,6-dihydro-2H-pyrans
por: Rideau, Emeline, et al.
Publicado: (2015)

Author Correction: Asymmetric Suzuki-Miyaura coupling of heterocycles via Rhodium-catalysed allylic arylation of racemates
por: Schäfer, Philipp, et al.
Publicado: (2018)

S-allyl-cysteine sulfoxide (alliin) alleviates myocardial infarction by modulating cardiomyocyte necroptosis and autophagy
por: Yue, Li-Jun, et al.
Publicado: (2019)

Visible‐Light‐Driven Catalytic Deracemization of Secondary Alcohols
por: Zhang, Zhikun, et al.
Publicado: (2021)

Light-enabled deracemization of cyclopropanes by Al-salen photocatalysis
por: Onneken, Carina, et al.
Publicado: (2023)

Highly Stable and Selective Tetrazines for the Coordination-Assisted Bioorthogonal Ligation with Vinylboronic Acids
por: Eising, Selma, et al.
Publicado: (2018)

Cocrystals of Praziquantel: Discovery by Network-Based Link Prediction
por: Devogelaer, Jan-Joris, et al.
Publicado: (2021)

Polymorphism and Modulation of Para-Substituted l-Phenylalanine
por: Sögütoglu, Leyla-Cann, et al.
Publicado: (2017)

Characteristics, biosynthesis, decomposition, metabolism and functions of the garlic odour precursor, S-allyl-L-cysteine sulfoxide
por: Yamaguchi, Yusuke, et al.
Publicado: (2020)

A Stereoselective Inverting sec-Alkylsulfatase for the Deracemization of sec-Alcohols
por: Schober, Markus, et al.
Publicado: (2011)

Redox deracemization of β,γ-alkynyl α-amino esters
por: Zhang, Lu, et al.
Publicado: (2020)

Investigation of Temperature Cycling with Coupled Vessels for Efficient Deracemization of NMPA
por: Rehman, Ghufran ur, et al.
Publicado: (2023)

PQQ‐dependent Dehydrogenase Enables One‐pot Bi‐enzymatic Enantio‐convergent Biocatalytic Amination of Racemic sec‐Allylic Alcohols
por: Gandomkar, Somayyeh, et al.
Publicado: (2020)

Kinetic resolution of racemic allylic alcohols via iridium-catalyzed asymmetric hydrogenation: scope, synthetic applications and insight into the origin of selectivity
por: Wu, Haibo, et al.
Publicado: (2020)

Deracemization of Carbohelicenes by a Chiral Perylene Bisimide Cyclophane Template Catalyst
por: Weh, Manuel, et al.
Publicado: (2021)

Ancestral L-amino acid oxidases for deracemization and stereoinversion of amino acids
por: Nakano, Shogo, et al.
Publicado: (2020)

Multi-Enzymatic Cascade for Efficient Deracemization of dl-Pantolactone into d-Pantolactone
por: Jin, Lijun, et al.
Publicado: (2023)

Cannot write session to /tmp/vufind_sessions/sess_fu4k2eemh6nmj9js0899m870o5