Synfacts

Issue 12 · December 2019

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A184
Zanda, Matteo: SYNFORM ISSUE 2019/12

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Synthesis of Natural Products and Potential Drugs
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Synthesis of (–)-Epicoccin G and (–)-Rostratin A FREE ACCESS

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Total Synthesis of Preuisolactone A

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Synthesis of pan-JAK Inhibitor PF-06263276 FREE ACCESS

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Synthesis of Imatinib

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Total Synthesis of (+)-Perseanol

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Synthesis of Dactolisib

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Total Synthesis of (–)-Vinigrol

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Synthesis of JAK3 Covalent Inhibitor PF-06651600

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1349
Total Syntheses of Corydalis Alkaloids

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1350
Synthesis of (–)-Caldaphnidine O

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1351
Synthesis of Tulrampator

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1352
Synthesis of GDC-0276 by a Highly Regioselective S_NAr Reaction

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1353
Synthesis of (±)-Modhephene FREE ACCESS

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Synthesis of Heterocycles
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1355
Divergent Formation of Flavones or Benzofurans from a Common Tyrosine-Based Oxa-Michael Precursor

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1356
Synthesis of Bis(pyrroloquinoline) Derivatives from Isatins and β-Keto Amides

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1357
Synthesis of Tetracyclic Dihydroquinolinones by a Knoevenagel/Hetero-Diels–Alder Reaction

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1358
Conversion of N-Sulfonyl Triazoles into Triazole-Fused Isoindolines

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1359
Preparation of Thietane, Thiolane, and Thiane Perfluorinated Diels–Alder Products

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1360
Rhodium(II)-Catalyzed Synthesis of Indoloindolones

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1361
Decarboxylative Cross-Coupling of Aryls and Hetaryls

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1362
Cobalt(II)-Catalyzed Synthesis of Perfluoroalkyl Isoxazoles

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1363
Selective Synthesis of Thio-Substituted Cyclotriphosphazene Derivatives

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1364
Stereoselective Synthesis of α- and β-l-Rhamnopyranosides

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1365
Isoquinolinediones and Isocoumarins by Rhodium(III)-Catalyzed C–H Activation of N-Tosylbenzamides

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1366
Synthesis of Di- and Trisubstituted Imidazoles from Methyl Ketones and Aldehydes

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Synthesis of Materials and Unnatural Products
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1367
What Can’t You Do with Triptycenes? Boratriptycenes Take Lewis Acids to the Extreme FREE ACCESS

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1368
A Twist to Make Sterically Hindered Aryl Ketones

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1369
Cross-Coupling to Create an Aromatic Heptagon

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1370
Coming Full Circle With ‘Super-Benzene’

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1371
Scalable Synthesis of Nanographenes

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1372
Borazatruxenes: A New Class of Moisture-Stable Arene–Borazine Hybrids

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1373
Synthesis of Chiral Triptycenes Containing Hexa-peri-hexabenzocoronene Units

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1374
Sky-Blue Sky: 2,6-Connected Azulene-Based Polymers Exhibiting Reversible Protonation and High Conductivity

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1375
Sweet Inhibition of Zika and Dengue via [60]Fullero-Dendrimers

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1376
Synthesis of a Precursor of [16]Cyclophenacene

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1377
Alumina Activates Like No Other

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1378
MIDA Might’ve Learned a New Trick: Heterocycle Derivatization Using Carboxyboronates

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Metals in Synthesis
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1379
Nickel-Catalyzed Enantioselective Hydroamination of Branched 1,3-Dienes FREE ACCESS

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1380
Oxychlorination of Styrenes

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1381
Preparation of Chiral Hydrazines FREE ACCESS

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1382
Synthesis of α,α’-Substituted Cyclic Ketones via Electrophilic Deborylation

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1383
Steric-Controlled para-C–H Borylation of Common Arene Building Blocks

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1384
Tunable Palladium-Catalyzed Difluorocarbene Transfer to Arylboronic Acids

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1385
One-Pot Miyaura Borylation/Hayashi–Miyaura Conjugate Arylation Sequence

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1386
Carbonylation and Olefination of Alcohols

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1387
Three-Component Alkene Carboamination

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1388
Palladium-Catalyzed Cross-Couplings of Chiral Alkylzinc Reagents

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1389
Rhodium-Catalyzed Kinetic Resolution of Chiral Cyclobutanones

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1390
Enantioselective Arylboroxines to Unprotected Imines

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1391
Catalytic Site-Selective C–H Oxygenation of Arenes

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1392
Atroposelective Synthesis of Biaryl Compounds via Palladium-Catalyzed Suzuki–Miyaura Cross-Coupling

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1393
Asymmetric Copper(I)-Catalyzed Imido-Ylide [3+1] Cycloaddition Using Metallo-Enolcarbenes

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1394
Palladium-Catalyzed Synthesis of Borylated Cyclopropanes

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1395
A New Precatalyst for Highly Efficient Negishi Cross-Coupling Reactions

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1396
Regio- and Enantioselective Synthesis of Chiral Allylic Sulfones

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1397
Aryl Nickelation of Alkynes to Access Functionalized Benzofurans

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1398
Copper-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides and β-Fluoroalkyl Vinylsulfones

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1399
Asymmetric Addition of Allenes to Aldehydes

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1400
A New Nickel-Catalyzed Reduction of Carboxylic Acids

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1401
Photocatalyzed pinacol-type coupling of carbonyls

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1402
Copper-Catalyzed Synthesis of Tertiary Homoallylic Alcohols

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1403
1,3-Diene Difunctionalization: Copper-Catalyzed 1,2-Amino Oxygenation

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1404
Zinc-Mediated Synthesis of trans-2-Substituted Cyclopropylamines

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1405
Ruthenium-Catalyzed Formal anti-Hydroboration of Terminal Alkynes

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1406
Nickel-Catalyzed Difunctionalization of Alkenes Employing Unstabilized Enolates

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1407
Classic Oxidation of Alcohols Using Pyridinium Chlorochromate FREE ACCESS

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Polymer-Supported Synthesis
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1409
Ring Expansion of 2-Alkynyl-1,2-Dihydropyridines with Pyridine N-Oxide on a Silica-Supported Au Complex FREE ACCESS

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1410
Carboxylation of Benzyl Halides with CO₂ under UV Irradiation Catalyzed by a Cu–TiO₂/MOF Composite

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1411
Photocatalytic Oxidative Esterification of Alcohols with N-Hydroxyimides on N-Doped Titania

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1412
Hydrogenative Cross-Coupling of Nitriles with Amines on Alumina-Supported Nickel Nanoparticles

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1413
Carboxylative Cyclization of Propargylic Amines Catalyzed by Dendrimer-Encapsulated Gold NPs

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1414
One-Pot Synthesis of 1,4-Disubstituted β-Hydroxy-1,2,3-Triazoles Catalyzed by CoFe₂O₄/Cu(OH)₂ in H_2O

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1415
Oxidative Lactonization of Diols with Oxygen in H₂O by Using Pt/C

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1416
1,3-Bis(carboxymethyl)imidazolium Chloride-Catalyzed Synthesis of Quinolines

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1417
Synthesis of Xanthene Derivatives on Montmorillonite-Supported Copper-Layered Nickel Ferrite

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1418
Reductive Amination of Aldehydes with Nitroarenes by Molybdenum Disulfide Catalysts

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1419
Palladium Nanoparticles Catalyzed Alkylation of 2-Alkylazaarenes with Activated Carbonyl Compounds

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1420
Cycloaddition Reaction of Epoxides or Aziridines with Carbon Dioxide on Metalated Cluster Porphyrins

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1421
Cobalt-Catalyzed Hydrogenation of Olefins in Water

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1422
Olefin Metathesis Catalyzed by a Ruthenium Complex Immobilized on a Chromium–Organic Framework

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Organo- and Biocatalysis
z1423
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1423
Cinchona Primary Amine-Catalyzed Asymmetric Epoxidation Towards Dithiodiketopiperazines

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1424
A Multifunctional Dimeric Organocatalyst Enables Efficient Peptide Bond Formation

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1425
Hydrazine-Catalyzed Ring-Closing Carbonyl–Olefin Metathesis for the Synthesis of 2H-Chromenes

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1426
Amine-Catalyzed Enantioselective Synthesis of Cyclic β-Amino Aldehydes

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1427
Bringing the Inert Si–Si Bond Back to Life: Disilylation of Nonactivated Olefins with Hexamethyldisilane

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1428
Construction of Quaternary Carbon Centers by Lewis Acid Catalyzed Transfer Hydromethallylation FREE ACCESS

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1429
Utilization of a Phosphetane Oxide for Catalytic Wittig-Reactions

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1430
Organocatalysis Meets Hydrogen Storage: Efficient Dehydrogenation of Ammonia-Borane

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1431
Combining Photoredox and Biocatalysis for a General Enantioselective Benzylic Hydroxylation

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1432
Carbonyl Catalysis: Acetaldehyde-Catalyzed Synthesis of Oxamide by Hydrolysis of Cyanogen FREE ACCESS

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Chemistry in Medicine and Biology
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1433
Bifunctional Ligands of K-Ras Prevent the Recruitment of BRAF in vitro

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1434
Labeling of Tetrazines with Spatiotemporal Precision

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1435
Click Chemistry for the Synthesis of Azides FREE ACCESS

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1436
Agnostic Screening of Sulfonyl Fluoride Fragments to Generate Selective Covalent Inhibitors

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1437
Photocontrol of a Membrane Nanopore Forming Protein

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1438
Synthesis of Nucleoside Oligophosphates: Quick and Not Dirty

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1439
Chemical Microbiology and Synthesis Reveals the Structure of Colibactin and its Mode of Genotoxicity

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1440
Merging Indole and Morphan Fragments to Form Potent Glucose Transporter Inhibitors

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1441
Functionalization and Post-Translational Modification of Cysteines by Tsuji–Trost Reaction

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1442
Versatile One-Step Approach to Caged Fluorophores

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1443
Torgov Cyclization FREE ACCESS

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Peptide Chemistry
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1445
Design of an Organocatalyst for Peptide Synthesis FREE ACCESS

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1446
Stereodivergent Synthesis of α-Amino Acids by Palladium and Copper Catalysis

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1447
Chemical Ligation of Ketoxime Peptides Derived from N-Aryl Peptides and Alkoxyamines

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1448
Synthesis of Dehydroamino Acids through Stereospecific Elimination FREE ACCESS

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1449
One-Pot Chemical Synthesis of Proteins by Copper-Mediated Selenazolidine Deprotection

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1450
Enzymatic Coupling of Nitroalkanes with Serine

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1451
A Straightforward Route to Various N-Trifluoromethylated Compounds

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1452
Synthesis of γ-Amino Acid Derivatives from Cyclopropanes with a Chiral Heterobimetallic Catalyst

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1453
Nickel-Catalyzed Deaminative Coupling of Pyridinium Salts Derived from Amino Acids

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1454
Picolinamide-Directed Palladium-Catalyzed Arylation of Nonactivated C(sp³)–H Bonds

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1455
Synthesis of γ-Amino Acid Derivatives through a Radical Process

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1456
Metal-Free Three-Component Synthesis of β-Lactams

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Flow Chemistry
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1457
Automation of Flow Syntheses by AI Synthetic Route Design and Implementation FREE ACCESS

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1458
[2+2] Cycloaddition of C₆₀ with Allene Derived from Benzil and Methyl Propiolate

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1459
Carbonyl-Olefin Metathesis of Ketones and Vinyl Ethers

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1460
Flow Rhodoelectro-Catalyzed Alkyne Annulations

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1461
Continuous Flow Synthesis of Pyrazoles

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1462
Synthesis of TAK-071 Using Flash Chemistry

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