Search Results - "Allan, B J"
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Mechanistic Development and Recent Applications of the Chan–Lam Amination
Published in Chemical reviews (26-12-2019)“…Transition metal-mediated formation of C–N bonds is an essential synthetic methodology. The discovery of the Chan–Lam amination provided a C–N bond forming…”
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2
Spectroscopic Studies of the Chan–Lam Amination: A Mechanism-Inspired Solution to Boronic Ester Reactivity
Published in Journal of the American Chemical Society (05-04-2017)“…We report an investigation of the Chan–Lam amination reaction. A combination of spectroscopy, computational modeling, and crystallography has identified the…”
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3
Chan–Evans–Lam Amination of Boronic Acid Pinacol (BPin) Esters: Overcoming the Aryl Amine Problem
Published in Journal of organic chemistry (06-05-2016)“…The Chan–Evans–Lam reaction is a valuable C–N bond forming process. However, aryl boronic acid pinacol (BPin) ester reagents can be difficult coupling partners…”
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4
Contra‐Thermodynamic, Photocatalytic E→Z Isomerization of Styrenyl Boron Species: Vectors to Facilitate Exploration of Two‐Dimensional Chemical Space
Published in Angewandte Chemie International Edition (12-03-2018)“…Designing strategies to access stereodefined olefinic organoboron species is an important synthetic challenge. Despite significant advances, there is a…”
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Discovery of Tetrahydroquinoxalines as Bromodomain and Extra-Terminal Domain (BET) Inhibitors with Selectivity for the Second Bromodomain
Published in Journal of medicinal chemistry (24-05-2018)“…The bromodomain and extra-terminal domain (BET) family of proteins bind acetylated lysine residues on histone proteins. The four BET bromodomainsBRD2, BRD3,…”
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6
Mechanism of Cu-Catalyzed Aryl Boronic Acid Halodeboronation Using Electrophilic Halogen: Development of a Base-Catalyzed Iododeboronation for Radiolabeling Applications
Published in Organic letters (05-04-2019)“…An investigation into the mechanism of Cu-catalyzed aryl boronic acid halodeboronation using electrophilic halogen reagents is reported. Evidence is provided…”
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7
Catalytic amidation of unactivated ester derivatives mediated by trifluoroethanol
Published in Chemical communications (Cambridge, England) (11-06-2015)“…A catalytic amidation method has been developed, employing 2,2,2-trifluoroethanol to facilitate condensation of unactivated esters and amines, enabling the…”
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Interrogating Pd(II) Anion Metathesis Using a Bifunctional Chemical Probe: A Transmetalation Switch
Published in Journal of the American Chemical Society (10-01-2018)“…Ligand metathesis of Pd(II) complexes is mechanistically essential for cross-coupling. We present a study of halide→OH anion metathesis of (Ar)PdII complexes…”
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9
Scope and limitations of a DMF bio-alternative within Sonogashira cross-coupling and Cacchi-type annulation
Published in Beilstein journal of organic chemistry (08-09-2016)“…Pd-catalysed C-C bond formation is an essential tool within the pharmaceutical and agrochemical industries. Many of these reactions rely heavily on polar…”
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10
Tandem Chemoselective Suzuki-Miyaura Cross-Coupling Enabled by Nucleophile Speciation Control
Published in Angewandte Chemie International Edition (17-08-2015)“…Control of boronic acid speciation is presented as a strategy to achieve nucleophile chemoselectivity in the Suzuki–Miyaura reaction. Combined with…”
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11
Development of Autotaxin Inhibitors: An Overview of the Patent and Primary Literature
Published in Journal of medicinal chemistry (23-06-2016)“…The autotaxin-lysophophatidic acid (ATX-LPA) signaling pathway is implicated in a variety of human disease states including angiogenesis, autoimmune diseases,…”
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12
A flow platform for degradation-free CuAAC bioconjugation
Published in Nature communications (01-10-2018)“…The Cu-catalyzed azide-alkyne cycloaddition (CuAAC) reaction is a cornerstone method for the ligation of biomolecules. However, undesired Cu-mediated oxidation…”
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Total Synthesis of (±)-Aspidospermidine, (±)-Aspidofractinine, (±)-Limaspermidine, and (±)-Vincadifformine via a Cascade and Common Intermediate Strategy
Published in Journal of organic chemistry (18-11-2022)“…A concise strategy for the total synthesis of several Aspidosperma alkaloids is reported. A Suzuki–Miyaura cross-coupling provides access to a 2-vinyl indole…”
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14
Chemoselective Suzuki–Miyaura Cross‐Coupling via Kinetic Transmetallation
Published in Angewandte Chemie International Edition (24-01-2017)“…Chemoselective Suzuki–Miyaura cross‐coupling generally requires a designed deactivation of one nucleophile towards transmetallation. Here we show that boronic…”
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15
Synthesis of 2‑BMIDA Indoles via Heteroannulation: Applications in Drug Scaffold and Natural Product Synthesis
Published in Organic letters (29-04-2022)“…A Pd-catalyzed heteroannulation approach for the synthesis of C2 borylated indoles is reported. The process allows access to highly functionalized 2-borylated…”
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16
Chemoselective Boronic Ester Synthesis by Controlled Speciation
Published in Angewandte Chemie International Edition (03-11-2014)“…Control of boronic acid solution speciation is presented as a new strategy for the chemoselective synthesis of boronic esters. Manipulation of the solution…”
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Chemoselective One-Pot Synthesis of Functionalized Amino-azaheterocycles Enabled by COware
Published in Organic letters (01-12-2017)“…Functionalized bicyclic amino-azaheterocycles are rapidly accessed in a one-pot cross-coupling/reduction sequence enabled by the use of COware. Incompatible…”
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18
Strategy for Conditional Orthogonal Sequential CuAAC Reactions Using a Protected Aromatic Ynamine
Published in Journal of organic chemistry (19-05-2017)“…A method for conditional control of orthogonal sequential Cu-catalyzed azide−alkyne cycloaddition (CuAAC) reactions is reported. The inherent reactivity of an…”
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19
Rational Design of Autotaxin Inhibitors by Structural Evolution of Endogenous Modulators
Published in Journal of medicinal chemistry (09-03-2017)“…Autotaxin produces the bioactive lipid lysophosphatidic acid (LPA) and is a drug target of considerable interest for numerous pathologies. We report the…”
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Catalytic Enantioselective Synthesis of Heterocyclic Vicinal Fluoroamines by Using Asymmetric Protonation: Method Development and Mechanistic Study
Published in Chemistry : a European journal (21-09-2020)“…A catalytic enantioselective synthesis of heterocyclic vicinal fluoroamines is reported. A chiral Brønsted acid promotes aza‐Michael addition to fluoroalkenyl…”
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