Synfacts

Issue 03 · March 2022

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A38
SYNFORM ISSUE 2022/03 FREE ACCESS

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Synthesis of Natural Products and Potential Drugs
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Total Synthesis of (±)-Dalesconol A FREE ACCESS

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Synthesis of (+)-Quassin

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0229
Synthesis of Molnupiravir FREE ACCESS

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Synthesis of Molnupiravir from Cytidine

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Synthesis of (–)-Plebeianol A

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Total Synthesis of Bisdehydrotuberostemonine D and Bisdehydrotuberostemonine E

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Total Synthesis of (–)-Calycanthine

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0234
Synthesis of an Aminoquinazoline LRRK2 Inhibitor

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Manufacturing Route for Molnupiravir from Uridine

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Total Synthesis of (±)-Galanthamine and (±)-Lycoramine

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0237
Synthesis of a Spiro-azaindoline Inhibitor of Hematopoietic Progenitor Kinase 1

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Synthesis of a Pyrazolopiperazine BACE1 Inhibitor

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Total Synthesis of (±)-Progesterone FREE ACCESS

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Synthesis of Heterocycles
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Enantioselective Synthesis of 1,4-Benzodiazepinones and 1,4-Benzoazepinones

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0242
Enantioselective Synthesis of Bispiro[Oxindole-Pyrrolidine-Pyrazolone] Derivatives

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0243
Skeletal Editing through Nitrogen Deletion: Synthesis of Complex Cyclobutanes from Pyrrolidines

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0244
Metal-Catalyzed Synthesis of Benzomorpholines

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Rhodium-Catalyzed Synthesis of N-Arylaziridines

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0246
Solvent-Free Synthesis of 3-Trifluoromethyl-1,2,6-Thiadiazine 1-Oxides

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0247
Bronsted Acid-Catalyzed Synthesis of Spirolactams by Dearomatization of (Het)arenes

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0248
Annulation Reaction To Construct 2-Aryl-5-Amino- 2H-Tetrazoles

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0249
Increased 3D Character of Heterocyclic Systems through Efficient C(sp³)–C(sp³) Bond Formation

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0250
Homogeneous Stable Organic Reductants for Cross-Electrophile Coupling Reactions

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0251
Synthesis of Allocolchicine Analogues through Construction and Removal of P-centered Radicals

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0252
One-Pot Access to Spiropyrrolidines from Azidoboronic Acids and N-Sulfonylhydrazones

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Transition-Metal-Free Cross-Coupling To Form 2-Pyridyl Derivatives

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0254
Synthesis of Heterocycle-Fused Pyrazoles via Cascade Wolff Rearrangement/Acylation

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0255
Sulfur-Mediated Benzoxazole/Benzothiazole Synthesis from Olefins and Aminophenols or Iodoanilines

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Synthesis of Materials and Unnatural Products
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0257
To Infinitene and Beyond

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0258
Hitching a Ride on Gem-Dimethylcyclopentanes to the Third Dimension

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0259
Breaking the Symmetry in [1]Benzothieno[3,2-b][1]Benzothiophene (BTBT)

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0260
Sonogashira Coupling Went Mechanochemical

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0261
Reliable Host–Guest Chemistry for Alkene Assay

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0262
Would You Like Some Imidazoliums in Your Polycyclic Aromatic Hydrocarbons?

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0263
Rhodium-Catalyzed Tetrasubstituted Vinyl Sulfides (TVSs) Synthesis

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0264
The Dithiocatechol’s Out of the Bag

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0265
Facile Borylation to Expanded Heterohelicene

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0266
Ring Expansion of Difluorothiiranes towards Thienothiophene and Thienofuran

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0267
Let’s Get Ready to Rh-umble! Thiophene and Cyclopropane Enter the Ring

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0268
Three’s Company: B-, N-, and S-Doped TADF Emitters

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Metals in Synthesis
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0269
Thermodynamic Control Enables trans-Selective Isomerization of Vicinal Diols via Iridium Photocatalysis FREE ACCESS

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0270
Bismuth-Catalyzed Sulfonyl Fluoride Synthesis from Boronic Acids

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0271
Access to Oxazaborolidines by Catalytic Cycloaddition of 1,2-Azaborines and Vinyl Ethylene Carbonate FREE ACCESS

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0272
Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Bromides with Vinyl Acetate

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0273
Asymmetric Homologation Reaction of Cyclic Ketones with CF₃CHN₂ as Trifluoromethylation Reagent

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0274
Palladium/Photoredox Catalysis: Branched-Selective Asymmetric Allylic Benzylation

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0275
Nickel-Catalyzed Alkyne Difunctionalization Using Two Distinct sp³-Hybridized Electrophiles

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0276
Asymmetric Propargylic Substitution Enabled by Synergistic Nickel and Chiral Anion Catalysis

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0277
Pd-Catalyzed Intermolecular Asymmetric Allylic Alkylation Using β-Keto Acids as Enolate Precursors

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0278
Nickel-Catalyzed Cross-Electrophile Coupling of Vinyl Acetates and Alkyl Bromides

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0279
An Efficient (E)-Selective Semihydrogenation of Alkynes

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0280
Atroposelective Copper-Catalyzed C–O Coupling of Resorcinol-Containing Quinazolinones

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0281
Putting a Nickel into the JukeB(i)ox: A Sound Synthesis of Secondary Alcohols by Reductive Cross-Coupling

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0282
Cobalt- and Nickel-Catalyzed CF₂R Radical Addition and Chain-Walking of Alkenes

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0283
Ketone Synthesis Enabled by a Nickel/Photoredox Cross-Electrophile Coupling of Two Distinct Esters

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0284
Photoisomerization of Oximes Leading to Nonclassical Beckmann Rearrangement Products

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0285
Palladium(II)-Catalyzed γ-C(sp³)–H Lactamization of Native Amides

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0286
Dearomatization? Scandalous! Spiro-Annulation of 2-Arylquinolines with Alkynes by Rare-Earth Catalysis

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0287
Palladium-Catalyzed Tritiation of Aryl Thianthrenium Salts

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0288
Iron-Catalyzed Regiodivergent Hydrogenation of Epoxides to Alcohols

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0289
Copper-Catalyzed Synthesis of Potassium Acyl Trifluoroborates from Carboxylic Acid Derivatives

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0290
NHC Ring-Size Matters: Cross-Metathesis of Tetrafluoroethylene and Vinyl Ethers

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0291
Nucleophilic C(sp³)–H Functionalization Enabled by Photoredox Catalysis

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0292
Enantioselective Intramolecular Oxyamination of Alkenes by Asymmetric Counteranion-Directed Catalysis

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0293
Nickel-Catalyzed Bromide-to-Iodide Aromatic Finkelstein Reaction FREE ACCESS

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0294
Bäckvall’s Dynamic Kinetic Resolution FREE ACCESS

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Polymer-Supported Synthesis
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0295
Photocatalytic C–H Arylation of Tertiary Amines with Aryl Nitriles

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0296
Photooxidative C–C Bond Cleavage of Lignin Model Compounds under Simulated Solar Radiation

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0297
Carbonylative Suzuki–Miyaura and Sonogashira Coupling Reactions with CO₂ as a C1 Source FREE ACCESS

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0298
Decarbonylation of Aldehydes Catalyzed by Ceria-Supported Nickel Nanoparticles

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0299
Hydrations of Alkynes Catalyzed by a Polyisocyanide-Immobilized Cobalt(III) Porphyrin

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0300
Hydrogenation of Nitrobenzenes Using Silver Nanoparticles on Mesoporous Silica Spheres

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0301
Copper-Catalyzed Selective Transfer Semihydrogenation of Alkynes

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0302
Fluoroalkylation/Distal Functionalization of Nonactivated Alkenes on K-Doped Carbon Nitride

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0303
Asymmetric 1,4-Addition with Silica–Polystyrene Hybrid Core/Shell Microparticles of Chiral Rhodium Catalysts

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0304
Copper Nanoparticle-Catalyzed Coupling of Arylsulfonyl Hydrazides and Arylboronic Acids

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0305
Selective Hydrogenation of Nitroarenes and α,β-Unsaturated Aldehydes over Platinum@Y-Zeolite

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Organo- and Biocatalysis
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0307
Engineered Biocatalyst Permits Enantioselective Morita–Baylis–Hillman Reaction FREE ACCESS

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0308
Engineered Metalloenzymes Permit Stereodivergent Radical Cyclization of Alkyl Bromides

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0309
Lactam-Recognition Catalysis Permits Highly Selective Deracemizations of Hydantoins

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0310
Biocatalytic Platform for Intermolecular Propargylic C–H Amination

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0311
Intermolecular Enzyme-Catalyzed endo- and exo-Selective Diels–Alder Reaction

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0312
Lithium–Isothiourea–Boronate-Catalyzed Asymmetric Boronate Rearrangements

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0313
TfOH/Hexafluoroisopropanol-Promoted Friedel–Crafts Reaction of Arenes with Aliphatic Epoxides or Alcohols

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0314
Asymmetric Addition of Enol Silanes to In Situ Generated N-Acyliminium Ions

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0315
Asymmetric Catalytic Intermolecular Prins Reaction

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0316
Strong Organic Acids Serve as Catalysts in Reversible Addition−Fragmentation Chain-Transfer Polymerization

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Chemistry in Medicine and Biology
z0317
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0317
Process Development for the Synthesis of Hepatitis C NS5A Protein Inhibitor Odalasvir FREE ACCESS

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0318
Convergent Synthesis of the Antibiotic Amycolamicin

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0319
Total Synthesis of Sphingofungins A–D within 10 Steps

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0320
A Photoredox-Enabled Arene Radiofluorination for PET Imaging

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0321
Synthesis of Tricyclic Prostaglandin D₂ Metabolite (PGDM) Streamlined by Transition Metal Catalysis

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0322
Disruption of LIN28–let-7 Protein–RNA Interaction by Tricyclic Tetrahydroquinolines as an Anticancer Strategy

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0323
Regioselective Alkene Diarylation under Catalyst Control

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0324
Optimization of a Noncovalent KRAS^G12D Inhibitor

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0325
Structural Mimicry Against Antibiotic Resistance

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0326
A Ring-Expansion Strategy Enables the Discovery of Spiro cRAF Inhibitor SHR902275

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0327
Synthesis and Antibiotic Activity of Micrococcin P2

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0328
Central Nervous System-Penetrant Inhibitors of ELOVL1

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0329
CyLBams Enable Analysis of Antibody–Drug Conjugate Linker Chemistry

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Peptide Chemistry
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0331
Thionyl Fluoride-Mediated Peptide Synthesis FREE ACCESS

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0332
Peptide Bond Formation with Ynamide Coupling Reagents

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0333
Synthesis of Unnatural α-Amino Acids Mediated by Visible Light

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0334
Palladium-Catalyzed Thiazole-Directed C(sp³)–H Arylation of Peptides

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0335
Iridium-Catalyzed C–H Amination of Benzoic Acids

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0336
Synthesis of β³-Amino Acid Derivatives by Using an Imidodiphosphorimidate Catalyst

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0337
Palladium-Catalyzed Decarbonylation of Amino Acid Derivatives with an Aminoquinoline Directing Group

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0338
Silver-Catalyzed Enantioselective Synthesis of Pyroglutamic Acid Esters

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0339
A Silyl Carbamate Linker for Solid-State Peptide Synthesis in the Reverse Direction FREE ACCESS

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Flow Chemistry
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0341
Sequential Diazo Transfer and Rhodium-Catalyzed O–H Insertion Enabled by the Use of an Azide Resin

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0342
Tropylium-Catalyzed Ritter Reaction under Flow Conditions

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0343
C–H Sulfonylation of Imidazoheterocycles through Electrochemical Activation in Flow

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0344
C–H Phosphorylation of Arenes under Flow Conditions

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