Synfacts

Issue 11 · November 2023

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A181
SYNFORM ISSUE 2023/11
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Synthesis of Natural Products
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1065
Total Synthesis of (±)-iso-Phomopsene
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PDF (139 kb)
1066
Syntheses of Illicium Sesquiterpenes

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PDF (87 kb)
1067
Total Synthesis of (–)-Cephalotine A

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PDF (93 kb)
1068
Synthesis of (±)-Discorhabdin B

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PDF (82 kb)
1069
Syntheses of Eburnane Alkaloids

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PDF (87 kb)
1070
Total Synthesis of (±)-Metaphanine

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PDF (82 kb)
1071
Synthesis of (±)-Hypnophilin
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Synthesis of Heterocycles
z1073
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PDF (300 kb)
1073
Ring-Expansion Skeletal Editing of Cycloalkanols through Metal-Free Nitrogen Insertion

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1074
Synthesis and Reactivity of a Conformationally Rigid Cubane-Derived Amino Acid

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PDF (88 kb)
1075
Predictable, Scalable Aliphatic C–H Oxidation of Complex, Drug-Like Molecules

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PDF (89 kb)
1076
On-DNA Synthesis of Spirocyclic Azetidines via Photocatalyzed [2+2] Cycloaddition

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1077
[2+2]-Cycloaddition Approach to Monocyclic Azetidines

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PDF (75 kb)
1078
P(III)-Directed C(sp²)–H Activation for the Synthesis of Dihydroquinolinones

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PDF (77 kb)
1079
Synthesis of 3‑Fluoropyrazoles via Radical-Polar Crossover Photoinduced Cyclization

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1080
Metal-Free Multicomponent Annulation Cascade for the Synthesis of Pyrimidines

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PDF (83 kb)
1081
Aza-Bicyclobutanes as Astonishingly Efficient Coupling Partners for Nickel Catalysis

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PDF (71 kb)
1082
General Approach to Cyclic Arylsulfoximines and their Derivatives

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PDF (69 kb)
1083
Asymmetric Baeyer–Villiger Oxidation to Access Tetronic Acids

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1084
Multigram Access to Functionalized Isoxazolines

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Synthesis of Materials and Unnatural Products
z1085
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1085
Living Polymerization of Length-Controlled GNR
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1086
One-Pot Multicomponent Synthesis of Quinolines

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1087
Mechanical Force-Induced Conformational Flips

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PDF (72 kb)
1088
Highly Crowded Triply Fused Carbo[7]-helicene

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PDF (65 kb)
1089
Azacoronene with Faraday Rotation

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PDF (64 kb)
1090
Mild Polychlorination for Arenes

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PDF (72 kb)
1091
Capturing Persistent Radical

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PDF (79 kb)
1092
Tetracyanodiimide with High Electron Mobility

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PDF (70 kb)
1093
Dianionic Diindenodibenzoanthracene

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1094
Quinazoline from ortho-Lithiation of Fluorobenzene

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1095
Superacid and Superbase from a Constrained Boron

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1096
Phenanthrene from Tandem Catellani and retro-Diels–Alder Reactions

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Metals in Synthesis
z1097
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PDF (833 kb)
1097
Making Acyl Fluorides by Synergistic Palladium/Phosphine-Catalyzed Fluorocarbonylation
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1098
Skeletal Editing of Arenes through Intramolecular Nitrogen Atom Insertion under Rhodium Catalysis

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1099
Al-Salen Photocatalyzed Deracemization of Cyclopropanes
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PDF (132 kb)
1100
Enantioselective Heteroarylcyanation of Styrenes under Photoelectrochemical Asymmetric Catalysis

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1101
Asymmetric Cyanofunctionalization of Alkenes by Dual Copper and Photoredox Catalysis

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1102
Enantiodivergent Copper-Catalyzed Syntheses of β,γ-Unsaturated Ketones from 1,3-Butadienyl Silanes

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1103
Three-Component Pd-Catalyzed N-Acylation of Amino Acid Esters Using Mo(CO)₆ as a CO Surrogate

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1104
Nickel-Catalyzed Arylation of Propargyl Acetates with Arylboronic Acids via Meyer–Schuster-type Migration

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1105
Cobalt-Catalyzed Wagner–Meerwein Hydrofluorination of gem-Disubstituted Allylarenes

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1106
Nickel-Catalyzed Borylative Coupling: An Access to Functionalized Chiral Homoallylic Alcohols

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1107
Visible-Light-Induced Palladium-Catalyzed Homologative Amination of Styrenes

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1108
Synthesis of Sulfonamides Using Synergetic Photoredox and Copper Catalysis

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1109
Advancing the Mechanistic Understanding of Ni-Catalyzed Hydrocyanation

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1110
Asymmetric Electrochemical Cross-Dehydrogenative Amination Under Nickel Catalysis

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1111
Radical Cyclization of Biaryl Enones Using Blue LEDs: An Access to Functionalized Phenanthrone Derivatives

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1112
Chromium-Catalyzed Three-Component Cross-Coupling to Access Diarylated Tertiary Alkanes

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1113
Asymmetric Pd-Catalyzed Allylation of N-Functionalized Glycine Ethyl Esters

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1114
Pd(II)-Catalyzed C(sp³)–H Activation/Spirocyclization of Alkyl Amides

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1115
A Cationic Palladium Terphenyl Phosphine Catalyst Enables Broad-Scope Amination of Aryl Sulfamates

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1116
Iron-Catalyzed Synthesis of 2,5-dicarbonyl-3-ene-phosphates via Furan Ring Opening

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1117
Palladium-Catalyzed Synthesis of β-Fluorinated Amines

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1118
NiH-Catalyzed Asymmetric Migratory Hydroalkylation of Cycloalkenes to 1,2-cis-Disubstituted Cyclohexanes

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1119
Ir-Catalyzed Asymmetric Hydrogenation/Alkylation Cascade of Pyridines Towards N-Heterocycles

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1120
Asymmetric Hydrophosphination of Cyclopropenes

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1121
Solvent-Mediated Regioselectivity in the Rh-Catalyzed Arylation of 1-Bromo-2,2-difluoroethylene

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1122
Merging Visible Light-Induced Palladium-Catalyzed Desaturation and Tsuji–Trost-Type Allylic Sulfonation

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1123
Development of Chiral Gold and Platinum Complexes for Enantioselective Alkoxycyclization of Enynes
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Polymer-Supported Synthesis
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1125
Nucleophilic C-Alkylation of Phenols with Alcohols Promoted by Anatase TiO₂
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1126
Silylation of Electron-Deficient Olefins Catalyzed by a Copper on Chitosan/Cellulose Composite

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1127
Reductive Amidation of Nitro Compounds with Esters Catalyzed by Nickel Supported on TiO₂

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1128
Tandem Hydroboration/Photooxidation of Terminal Alkenes and Alkynes with a Cu MOF Catalyst

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1129
C–O Coupling of Aryl Halides with Phenols by a Copper Catalyst Immobilized on Fe₃O₄ Nanoparticles

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1130
EDOT-Incorporated Covalent Organic Polymers for Photocatalytic Organic Transformations

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1131
Synthesis of Imidazobenzothiadiazoles Catalyzed by Fluorescein in Metal-Organic Frameworks

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1132
Transfer Hydrogenation of Azoarenes and Nitroarenes Using Co, Supported on N-Doped Porous Carbon

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1133
Asymmetric α-Alkylation of Aldehydes Photocatalyzed by a Chiral Covalent Organic Framework

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1134
Magnetic Ni/Cu Alloy Nanoparticles for Sonogashira and C–N Cross-Coupling Reactions

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1135
A Nickel-Incorporated Covalent Organic Framework for Photocatalytic C–X Bond Forming Reactions

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1136
Selective Hydrogenation of Diarylalkynes and α,β-Unsaturated Carbonyls Using Ni^II Supported on MOF

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Organo- and Biocatalysis
z1137
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1137
Ketone Chain-Walking Isomerization by Organocatalysis
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1138
Stereoselective Synthesis of Cyclopropane Derivatives from Mixtures of (E)- and (Z)-Enol Acetates

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1139
Lewis Acid-Catalyzed C–F Bond Activation and Functionalization

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1140
NHC-Catalyzed Ionic Alkylation of Aldehydes with Unactivated Halides

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1141
Asymmetric [2+2] Photocycloaddition to Truxinates by Brønsted Acid-Catalyzed Chromophore Activation

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1142
Stereoselective Synthesis of Noncanonical Amino Acids Enabled by Photoredox-Pyridoxal Radical Biocatalysis

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1143
Isoquinoline-Forming Staudinger–aza-Wittig Reaction Enabled by Atroposelective P^III/P^IV=O Redox Catalysis

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1144
Organocatalytic Friedel–Crafts Reaction of Unactivated Arenes

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1145
Spiro Phosphoric Acid-Catalyzed Amination Reaction of In Situ-Generated Ketenes Toward α-Chiral Amides

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Innovative Drug Discovery and Development
z1147
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1147
Target Mutant KRAS with Molecular Glue
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1148
Mild Synthesis of 4-Quinolones

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1149
Transition Metal-Free Net Heterobenzylic Coupling

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1150
Bioorthogonal Chemistry with Azomethine Imines and Isonitriles

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1151
Discovery of SMD-3040 as a Potent and Selective Degrader for the Synthetic Lethality Target, SMARCA2

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1152
PCNA Inhibitor Exploits Cancer-Selective Vulnerability to Suppress Tumor Growth

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1153
General Methylenecyclobutane Synthesis Enabled by Copper-Catalyzed Borylative Cyclization

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1154
Novel OGA PET Tracer with Improved Properties and Potential for Translation to Clinical Application

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PDF (81 kb)
1155
Equilibration of [¹¹C,¹⁴C]CO₂ and CO₂ Radical Anion Enables New Approach to Carbon Isotope Radiolabeling

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1156
Indazole-Phenol Bioisosterism in NMDA GluN2B Receptor Antagonists with Metabolic Advantage

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1157
α-Difluoroalkylation of Benzyl Amines with Trifluoromethylarenes

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1158
Synthesis of a Mitochondria-Targeted Photoactivable Melatonin Ligand

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1159
Synthesis of π-Extended Coumarins Using δ-Acetoxy Allenoate as a 5C-Synthon

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Peptide Chemistry
z1161
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1161
Cu-Catalyzed Regioselective Chlorination of Peptides
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1162
Asymmetric Synthesis of Polysubstituted Chiral Proline Esters from Azomethine Ylides and 1,3-Enynes

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1163
Photoinduced Pd-Catalyzed Synthesis of Chiral Piperidine 2-Carboxyamides

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1164
α-Benzylation of N-Aryl Amino Acids

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1165
Thiopeptide Synthesis Using Nitroalkanes

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1166
Asymmetric α-Allylation for the Synthesis of α,α-Disubstituted Amino Acids with Vicinal Chiral Centers

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1167
Catalytic Asymmetric α-Allylation of N-Unprotected Amino Esters

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1168
Metal-Free C2 Alkylation of Tryptophan and Tryptophan-Containing Peptides

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1169
Organocatalyzed Enantioselective Synthesis of α-Amino Acids
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Flow Chemistry
z1171
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1171
Asymmetric Transfer Hydrogenation in Flow

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Erratum
1172
Erratum: Scalable Synthesis of KRAS G12C Inhibitor GDC-6036

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