Steric‐Adaptive Biocatalysis: Imine Reductase‐Mediated Dynamic Kinetic Resolution for Atroposelective Synthesis of Hindered Biaryl Amines
Sign Up to like & getrecommendations! Published in 2025 at "Advanced Science"
DOI: 10.1002/advs.202510455
Abstract: As an efficient and environmentally benign strategy, enzymatic catalysis has emerged with high reactivity and selectivity for atropisomeric structures. Atropisomeric biaryl amines are of great importance in drug development and asymmetric catalysis. However, substrates with… read more here.
Keywords: imine reductase; dynamic kinetic; biaryl amines; atropisomeric biaryl ... See more keywords
Trigonostemons G and H, dinorditerpenoid dimers with axially chiral biaryl linkage from Trigonostemon chinensis.
Sign Up to like & getrecommendations! Published in 2020 at "Chirality"
DOI: 10.1002/chir.23170
Abstract: Trigonostemons G and H, two novel dimeric dinorditerpenoids, were isolated from the stem barks of Trigonostemon chinensis. Their planar structures and relative configurations were established by extensive analysis of spectroscopic data. Trigonostemons G and H… read more here.
Keywords: biaryl; chiral biaryl; biaryl linkage; trigonostemon chinensis ... See more keywords
Development of Configurationally Labile Biaryl Reagents for Atropisomer Synthesis
Sign Up to like & getrecommendations! Published in 2024 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.202400402
Abstract: Axially chiral biaryl scaffolds are important in pharmaceuticals, natural products, and asymmetric synthesis. Atroposelective ring‐opening of configurationally labile biaryl reagents via dynamic kinetic asymmetric transformation provides a valuable approach to access axially chiral biaryl atropisomers.… read more here.
Keywords: development configurationally; configurationally labile; labile biaryl; biaryl reagents ... See more keywords
The Stereoselective Total Synthesis of Axially Chiral Naphthylisoquinoline Alkaloids.
Sign Up to like & getrecommendations! Published in 2022 at "Accounts of chemical research"
DOI: 10.1021/acs.accounts.2c00432
Abstract: ConspectusThe naphthylisoquinoline (NIQ) alkaloids are a thrilling class of natural biaryls─structurally, biosynthetically, and pharmacologically. A common feature of these metabolites is the biaryl bond between their naphthalene and isoquinoline moieties, which in most cases is… read more here.
Keywords: asymmetric induction; biaryl; synthesis; total synthesis ... See more keywords
Organocatalytic Asymmetric Arylation of p-Quinone Phosphonates: A Green Access to Biaryl Monophosphorus Ligands.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c02852
Abstract: Herein, we report a highly efficient organocatalytic asymmetric synthesis of axially chiral biaryl phosphonates with p-quinone phosphonates and 2-naphthols via CPA-catalyzed asymmetric arylations. A series of chiral biaryl monophosphonates were obtained in excellent yields and… read more here.
Keywords: chiral biaryl; biaryl; organocatalytic asymmetric; biaryl monophosphorus ... See more keywords
Cascade Aryne Aminoarylation for Biaryl Phenol Synthesis
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DOI: 10.1021/acs.orglett.4c00624
Abstract: We describe a transition metal-free approach to hindered 3-amino-2-aryl phenols through a cascade nucleophilic addition / Smiles–Truce rearrangement of a functionalized Kobayashi aryne precursor. Under anionic conditions, secondary alkyl amines add to the aryne intermediate… read more here.
Keywords: aryne aminoarylation; cascade aryne; phenol synthesis; biaryl phenol ... See more keywords
Structure-Activity Relationship of Novel and Selective Biaryl-Chroman GPR40 AgoPAMs.
Sign Up to like & getrecommendations! Published in 2018 at "ACS medicinal chemistry letters"
DOI: 10.1021/acsmedchemlett.8b00149
Abstract: A series of biaryl chromans exhibiting potent and selective agonism for the GPR40 receptor with positive allosteric modulation of endogenous ligands (AgoPAM) were discovered as potential therapeutics for the treatment of type II diabetes. Optimization… read more here.
Keywords: biaryl; relationship novel; novel selective; activity relationship ... See more keywords
Chiral Selenide/Achiral Sulfonic Acid Cocatalyzed Atroposelective Sulfenylation of Biaryl Phenols via a Desymmetrization/Kinetic Resolution Sequence.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.1c09635
Abstract: Enantioselective synthesis of axially chiral sulfur-containing biaryl derivatives through the electrophilic sulfenylation of biaryl phenols has been achieved for the first time. This catalytic asymmetric system, which involves sequential desymmetrization and kinetic resolution, is enabled… read more here.
Keywords: achiral sulfonic; biaryl; desymmetrization kinetic; sulfenylation biaryl ... See more keywords
Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acids
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DOI: 10.1038/s41467-020-14799-8
Abstract: Amides are among the most fundamental functional groups and essential structural units, widely used in chemistry, biochemistry and material science. Amide synthesis and transformations is a topic of continuous interest in organic chemistry. However, direct… read more here.
Keywords: biaryl; chiral biaryl; amino acids; axially chiral ... See more keywords
Biaryl and atropisomeric biaryl aldehyde synthesis by one-step, metal-free benzannulation of aryl enals and propiolates
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DOI: 10.1039/d0gc02806a
Abstract: A new method involving the benzannulation of aromatic enals and two alkyl propiolate molecules has been developed as a powerful route to biaryl aldehydes simply via the promotion of dimethyl amine. The benzannulation process in… read more here.
Keywords: synthesis; biaryl; benzannulation; biaryl atropisomeric ... See more keywords
Electrochemical Organic Synthesis of Electron-Rich Biaryl Scaffolds: An Update
Sign Up to like & getrecommendations! Published in 2021 at "Molecules"
DOI: 10.3390/molecules26226968
Abstract: Biaryl scaffolds are widely spread in biologically important natural products, in numerous therapeutic agents, but they are also considered a privileged class of ligands and (organo)catalysts; therefore, the development of efficient alternative methodologies to prepare… read more here.
Keywords: biaryl; electron rich; electrochemical organic; organic synthesis ... See more keywords