Rare‐Earth‐Metal‐Catalyzed Kinetic Resolution of Chiral Aminoalkenes via Hydroamination: The Effect of the Silyl Substituent of the Binaphtholate Ligand on Resolution Efficiency
Sign Up to like & getrecommendations! Published in 2019 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.201900107
Abstract: The kinetic resolution of α‐substituted aminopentenes via intramolecular hydroamination was investigated using various 3,3′‐silyl‐substituted binaphtholate yttrium catalysts. High efficiencies in the kinetic resolution were observed for methyl‐, benzyl‐, and phenyl‐substituted substrates utilizing the cyclohexyldiphenylsilyl‐substituted catalyst… read more here.
Keywords: resolution; silyl; kinetic resolution; binaphtholate ... See more keywords
Asymmetric Synthesis of Dihydropyranones with Three Contiguous Stereocenters by an NHC‐Catalyzed Kinetic Resolution
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DOI: 10.1002/ejoc.202100491
Abstract: An oxidative NHC-catalyzed kinetic resolution (KR) of racemic mixtures is presented. The developed reaction furnishes tricyclic dihydropyranones with three contiguous stereocenters in excellent dia- and enantioselectivity, with good-to-moderate yields. Mechanistic studies indicate that the rate-determining… read more here.
Keywords: three contiguous; kinetic resolution; dihydropyranones three; catalyzed kinetic ... See more keywords
Chiral β-lactam-based integrin ligands through Lipase-catalysed kinetic resolution and their enantioselective receptor response.
Sign Up to like & getrecommendations! Published in 2019 at "Bioorganic chemistry"
DOI: 10.1016/j.bioorg.2019.102975
Abstract: Obtainment and testing of pure enantiomers are of great importance for bioactive compounds, because of the assessed implications of enantioselectivity in receptor-mediated responses. Herein we evaluated the use of biocatalysis to obtain enantiomerically pure β-lactam… read more here.
Keywords: receptor; kinetic resolution; integrin ligands; chiral lactam ... See more keywords
Bioreductive dynamic kinetic resolution of ethyl 2-methoxy-3-oxo-3-phenylpropanoate
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DOI: 10.1016/j.catcom.2019.105865
Abstract: Abstract Ketoreductase ChKRED12 from Chryseobacterium sp. CA49 was identified as a highly stereoselective catalyst for the bioreductive production of (2S,3S)-ethyl 3-hydroxy-2-methoxy-3-phenylpropanoate (EMHP) through dynamic kinetic resolution. Its performance was further improved using semi-rational design strategies… read more here.
Keywords: bioreductive dynamic; ethyl; kinetic resolution; methoxy ... See more keywords
Lipases in asymmetric transformations: Recent advances in classical kinetic resolution and lipase–metal combinations for dynamic processes
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DOI: 10.1016/j.ccr.2017.08.008
Abstract: Abstract The importance of chiral organic intermediates in various industrial sectors cannot be underestimated. Lipases and their use in combination with metal catalysts is a promising and facile approach to obtain enantiomerically pure chiral intermediates… read more here.
Keywords: asymmetric transformations; kinetic resolution; lipases asymmetric; metal ... See more keywords
Kinetic resolution of sec-alcohols catalysed by Candida antarctica lipase B displaying Pichia pastoris whole-cell biocatalyst.
Sign Up to like & getrecommendations! Published in 2018 at "Enzyme and microbial technology"
DOI: 10.1016/j.enzmictec.2017.11.005
Abstract: Kinetic resolution of sec-alcohols is a green process with biocatalyst. Candida antarctica lipase B (CALB) displayed on Pichia pastoris cell-surface (Pp-CALB) was characterized in kinetic resolution of sec-alcohols with different structures. The reaction parameters including… read more here.
Keywords: resolution sec; sec; biocatalyst; kinetic resolution ... See more keywords
Structure-guided improvement in the enantioselectivity of an Aspergillus usamii epoxide hydrolase for the gram-scale kinetic resolution of ortho-trifluoromethyl styrene oxide.
Sign Up to like & getrecommendations! Published in 2021 at "Enzyme and microbial technology"
DOI: 10.1016/j.enzmictec.2021.109778
Abstract: Microtuning the substrate-binding pocket (SBP) of EHs has emerged as an effective approach to manipulate their enantio- or regio-selectivities and activities towards target substrates. Here, the enantioselectivity (enantiomeric ratio, E) of AuEH2 towards a racemic… read more here.
Keywords: styrene oxide; kinetic resolution; trifluoromethyl styrene; aueh2r322v l344c ... See more keywords
Kinetic Resolution of Alkylidene Norcamphors via a Ligand-Controlled Umpolung-Type 1,3-Dipolar Cycloaddition
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DOI: 10.1016/j.isci.2018.12.010
Abstract: Summary Development of a general catalytic and highly efficient method utilizing readily available precursors for the regio- and stereoselective construction of bioactive natural-product-inspired spiro architectures remains a formidable challenge in chemical research. Transition metal-catalyzed asymmetric… read more here.
Keywords: ligand controlled; cycloaddition; dipolar cycloaddition; kinetic resolution ... See more keywords
Dynamic kinetic resolution of amines by using palladium nanoparticles confined inside the cages of amine-modified MIL-101 and lipase
Sign Up to like & getrecommendations! Published in 2018 at "Journal of Catalysis"
DOI: 10.1016/j.jcat.2018.04.006
Abstract: Abstract Dynamic kinetic resolution (DKR) of amines is an important strategy for the synthesis of chiral drugs and their building blocks; however, improving the matchability of metal-catalyzed racemization and enzymatic resolution is still a task.… read more here.
Keywords: resolution; inside cages; kinetic resolution; dynamic kinetic ... See more keywords
A substitution/dynamic kinetic resolution – Asymmetric transfer hydrogenation tandem process for preparation of stereocenters β-hydroxy sulfones
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DOI: 10.1016/j.mcat.2018.04.019
Abstract: Abstract A noval method for the synthesis of optically active β-hydroxy sulfones was developed. Through a substitution/dynamic kinetic resolution–asymmetric transfer hydrogenation, the presented method was based on one-pot enantioselective organic transformations of α–bromoindenones and sodium… read more here.
Keywords: resolution asymmetric; hydroxy sulfones; kinetic resolution; dynamic kinetic ... See more keywords
PEG600-carboxylates as acylating agents for the continuous enzymatic kinetic resolution of alcohols and amines
Sign Up to like & getrecommendations! Published in 2018 at "Molecular Catalysis"
DOI: 10.1016/j.mcat.2018.08.019
Abstract: Abstract Enantiomerically pure alcohols and amines are important building blocks for the pharmaceutical and agrochemical industries. Among the different approaches to reach these compounds, enzyme-catalyzed kinetic resolution (EKR) of racemates is one of the most… read more here.
Keywords: alcohols amines; kinetic resolution; acylating agents; carboxylates acylating ... See more keywords