Search Results - "Behenna, Douglas C"
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Discovery of PF-06873600, a CDK2/4/6 Inhibitor for the Treatment of Cancer
Published in Journal of medicinal chemistry (08-07-2021)“…Control of the cell cycle through selective pharmacological inhibition of CDK4/6 has proven beneficial in the treatment of breast cancer. Extending this level…”
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2
Development of (Trimethylsilyl)ethyl Ester Protected Enolates and Applications in Palladium-Catalyzed Enantioselective Allylic Alkylation: Intermolecular Cross-Coupling of Functionalized Electrophiles
Published in Organic letters (02-05-2014)“…The development of (trimethylsilyl)ethyl ester protected enolates is reported. The application of this class of compounds in palladium-catalyzed asymmetric…”
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3
The Reaction Mechanism of the Enantioselective Tsuji Allylation: Inner-Sphere and Outer-Sphere Pathways, Internal Rearrangements, and Asymmetric C–C Bond Formation
Published in Journal of the American Chemical Society (21-11-2012)“…We use first principles quantum mechanics (density functional theory) to report a detailed reaction mechanism of the asymmetric Tsuji allylation involving…”
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4
Biology and Chemistry of the Zoanthamine Alkaloids
Published in Angewandte Chemie (International ed.) (14-03-2008)“…Marine natural products have long played an important role in natural products chemistry and drug discovery. Mirroring the rich variety and complicated…”
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Enantioselective Decarboxylative Alkylation Reactions: Catalyst Development, Substrate Scope, and Mechanistic Studies
Published in Chemistry : a European journal (09-12-2011)“…α‐Quaternary ketones are accessed through novel enantioselective alkylations of allyl and propargyl electrophiles by unstabilized prochiral enolate…”
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Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Cyclopentanones
Published in Organic letters (06-11-2015)“…The first general method for the enantioselective construction of all-carbon quaternary centers on cyclopentanones by enantioselective palladium-catalyzed…”
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Unusual Allylpalladium Carboxylate Complexes: Identification of the Resting State of Catalytic Enantioselective Decarboxylative Allylic Alkylation Reactions of Ketones
Published in Angewandte Chemie (International ed.) (01-09-2009)“…Palladium pop rocks: Hold on to your CO2! Enantioselective palladium‐catalyzed decarboxylative alkylation of ketone enolates proceeds via η1‐σ‐allyl…”
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8
Catalytic Enantioselective Decarboxylative Protonation
Published in Journal of the American Chemical Society (06-09-2006)“…We report a highly enantioselective, general catalytic system for the facile synthesis of tertiary stereocenters by protonation adjacent to cyclic ketones. The…”
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9
Synthesis of the Carbocyclic Core of Zoanthenol: Implementation of an Unusual Acid-Catalyzed Cyclization
Published in Angewandte Chemie International Edition (25-05-2007)“…A smokin' hot cyclization! When the racemic cyclization precursor is heated in neat trifluoroacetic acid, an unusual Friedel–Crafts‐type cyclization forms the…”
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10
Confirmation of the absolute configuration of (−)-aurantioclavine
Published in Tetrahedron letters (27-04-2011)“…We confirm our previous assignment of the absolute configuration of (−)-aurantioclavine as 7 R by crystallographically characterizing an advanced 3-bromoindole…”
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11
Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation
Published in Beilstein journal of organic chemistry (28-10-2014)“…Pd-catalyzed enantioselective alkylation in conjunction with further synthetic elaboration enables the formal total syntheses of a number of "classic" natural…”
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12
Enantioselective Synthesis of α-Secondary and α-Tertiary Piperazin-2-ones and Piperazines by Catalytic Asymmetric Allylic Alkylation
Published in Angewandte Chemie International Edition (02-01-2015)“…The asymmetric palladium‐catalyzed decarboxylative allylic alkylation of differentially N‐protected piperazin‐2‐ones allows the synthesis of a variety of…”
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13
Enantioselective construction of quaternary N-heterocycles by palladium-catalysed decarboxylative allylic alkylation of lactams
Published in Nature chemistry (18-12-2011)“…The enantioselective synthesis of nitrogen-containing heterocycles ( N -heterocycles) represents a substantial chemical research effort and resonates across…”
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14
The Enantioselective Tsuji Allylation
Published in Journal of the American Chemical Society (24-11-2004)“…The first catalytic enantioselective examples of the Tsuji allylation using enol carbonates and enol silanes are described. The products possess a quaternary…”
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Discovery of N‑((3R,4R)‑4-Fluoro-1-(6-((3-methoxy-1-methyl‑1H‑pyrazol-4-yl)amino)-9-methyl‑9H‑purin-2-yl)pyrrolidine-3-yl)acrylamide (PF-06747775) through Structure-Based Drug Design: A High Affinity Irreversible Inhibitor Targeting Oncogenic EGFR Mutants with Selectivity over Wild-Type EGFR
Published in Journal of medicinal chemistry (13-04-2017)“…Mutant epidermal growth factor receptor (EGFR) is a major driver of non-small-cell lung cancer (NSCLC). Marketed first generation inhibitors, such as…”
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Deracemization of Quaternary Stereocenters by Pd-Catalyzed Enantioconvergent Decarboxylative Allylation of Racemic β-Ketoesters
Published in Angewandte Chemie International Edition (28-10-2005)“…Stereochemical alchemy! Racemic allyl β‐ketoesters allow the regiocontrolled formation of enolates, where the same catalyst is intimately involved in both the…”
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Complexation of Peptidoglycan Intermediates by the Lipoglycodepsipeptide Antibiotic Ramoplanin: Minimal Structural Requirements for Intermolecular Complexation and Fibril Formation
Published in Proceedings of the National Academy of Sciences - PNAS (28-05-2002)“…The peptide antibiotic ramoplanin inhibits bacterial peptidoglycan (PG) biosynthesis by interrupting late-stage membrane-associated glycosyltransferase…”
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A Facile and Modular Synthesis of Phosphinooxazoline Ligands
Published in Organic letters (21-06-2007)“…The copper(I) iodide catalyzed phosphine/aryl halide coupling procedure of Buchwald et al. provides modular, robust, and scaleable access to phosphinooxazoline…”
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19
Simple Enantioselective Approach to Synthetic Limonoids
Published in Journal of the American Chemical Society (28-05-2008)“…An enantioselective and short approach to the synthesis of limonoids has been applied successfully to the simplest limonoid, 2. The carbon atoms of the…”
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Enantioselective Synthesis of Caprolactam and Enone Precursors to the Heterocyclic DEFG Ring System of Zoanthenol
Published in European Journal of Organic Chemistry (01-04-2016)“…The enantioselective synthesis of both caprolactam and enone synthons for the DEFG ring system of zoanthenol are described. The evolution of this approach…”
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