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Title
Introduction of Fluorine and Fluorine-Containing Functional Groups
Authors
Keywords
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Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 52, Issue 32, Pages 8214-8264
Publisher
Wiley
Online
2013-07-19
DOI
10.1002/anie.201206566
References
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- Synthesis of Monofluoroalkenes via the Activation of Allylic C-F Bonds: A Novel Route to β-Aminofluoroalkenes Using Pd-Catalyzed Allylic Amination Reactions of 3,3-Difluoropropenes
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- Silver-mediated fluorination of aryl silanes
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- C(sp3)–F reductive elimination from alkylgold(iii) fluoride complexes
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- Morpholinosulfur Trifluoride (Morph-DAST)-Mediated Rearrangement in the Fluorination of Cyclic α,α-Dialkoxy Ketones toward 1,2-Dialkoxy-1,2-difluorinated Compounds
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- 2-Fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide: A Reagent for Nucleophilic Monofluoromethylation of Aldehydes
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- Convenient Electrophilic Fluorination of Functionalized Aryl and Heteroaryl Magnesium Reagents
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- Radiosynthesis and Evaluation of [18F]Selectfluor bis(triflate)
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- Inherent Oxygen Preference in Enolate Monofluoromethylation and a Synthetic Entry to Monofluoromethyl Ethers
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- Activation of CF Bonds in Preference to CI Bonds: Difluoromethylation of Lithium Enolates with Trifluoromethyl Iodide
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- A Ritter-Type Reaction: Direct Electrophilic Trifluoromethylation at Nitrogen Atoms Using Hypervalent Iodine Reagents
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- Benzoyl peroxide (BPO)-promoted oxidative trifluoromethylation of tertiary amines with trimethyl(trifluoromethyl)silane
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- Domino gold-catalyzed rearrangement and fluorination of propargyl acetates
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- Chloride ion-catalyzed generation of difluorocarbene for efficient preparation of gem-difluorinated cyclopropenes and cyclopropanes
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- A New and Practical Grignard-Coupling-Fluorination Sequence: Synthesis of 2-Aryl Fluoroarenes
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- A General Approach to (Trifluoromethoxy)pyridines: First X-ray Structure Determinations and Quantum Chemistry Studies
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- Synthesis of monofluoroalkenes via Julia–Kocienski reaction
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- Decarboxylative trifluoromethylation of aryl halides using well-defined copper–trifluoroacetate and –chlorodifluoroacetate precursors
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- Electrophilic trifluoromethylation of arenes and N-heteroarenes using hypervalent iodine reagents
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- Preparation of Trifluoromethylated Dihydrocoumarins, Indanones, and Arylpropanoic Acids by Tandem Superacidic Activation of 2-(Trifluoromethyl)acrylic Acid with Arenes
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- Reactivity of a Hypervalent Iodine Trifluoromethylating Reagent toward THF: Ring Opening and Formation of Trifluoromethyl Ethers
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- Aminodifluorosulfinium Salts: Selective Fluorination Reagents with Enhanced Thermal Stability and Ease of Handling†,‡
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- Fluorocyanation of Enamines
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- The Productive Merger of Iodonium Salts and Organocatalysis: A Non-photolytic Approach to the Enantioselective α-Trifluoromethylation of Aldehydes
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- Copper-Mediated Aerobic Oxidative Trifluoromethylation of Terminal Alkynes with Me3SiCF3
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- Palladium-Catalyzed Asymmetric Synthesis of Allylic Fluorides
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- Discovery of 4-tert-Butyl-2,6-dimethylphenylsulfur Trifluoride as a Deoxofluorinating Agent with High Thermal Stability as Well as Unusual Resistance to Aqueous Hydrolysis, and Its Diverse Fluorination Capabilities Including Deoxofluoro-Arylsulfinylation with High Stereoselectivity
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- Aryl−CF3Bond-Forming Reductive Elimination from Palladium(IV)
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- Mechanism of C−F Reductive Elimination from Palladium(IV) Fluorides
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- On the Mechanism of Palladium-Catalyzed Aromatic C−H Oxidation
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- Enantioselective Ring Opening of Epoxides by Fluoride Anion Promoted by a Cooperative Dual-Catalyst System
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- Pd(II)-Catalyzedortho-Trifluoromethylation of Arenes Using TFA as a Promoter
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- Oxidation of a Cyclometalated Pd(II) Dimer with “CF3+”: Formation and Reactivity of a Catalytically Competent Monomeric Pd(IV) Aquo Complex
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- Palladium-Catalyzed Intermolecular Aminofluorination of Styrenes
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- Silver-Catalyzed Late-Stage Fluorination
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- Nucleophilic Perfluoroalkylation of Imines and Carbonyls: Perfluoroalkyl Sulfones as Efficient Perfluoroalkyl-Transfer Motifs
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- Cinchona Alkaloid-Catalyzed Asymmetric Trifluoromethylation of Alkynyl Ketones with Trimethylsilyl Trifluoromethane
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- Copper-Mediated Oxidative Trifluoromethylation of Boronic Acids
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- Enantioselective Synthesis of β-Fluoroamines from β-Amino Alcohols: Application to the Synthesis of LY503430
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- Monofluorovinyl Tosylate: A Useful Building Block for the Synthesis of Terminal Vinyl Monofluorides via Suzuki−Miyaura Coupling
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- Electrophilic Trifluoromethylation of Primary Phosphines: Synthesis of aP-Bis(trifluoromethyl) Derivative of BINAP
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- Fluorinated high-performance polymers: Poly(arylene ether)s and aromatic polyimides containing trifluoromethyl groups
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- The Palladium-Catalyzed Trifluoromethylation of Aryl Chlorides
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- 1-tert-Butyl-1H-tetrazol-5-yl fluoromethyl sulfone (TBTSO2CH2F): a versatile fluoromethylidene synthon and its use in the synthesis of monofluorinated alkenes via Julia–Kocienski olefination
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- Nucleophilic (phenylsulfonyl)difluoromethylation of alkyl halides using PhSO2CF2SiMe3: preparation of gem-difluoroalkenes and trifluoromethyl compounds
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- Direct C2-trifluoromethylation of indole derivatives catalyzed by copper acetate
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- Nucleophilic trifluoromethylation with organoboron reagents
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- The Organometallic Fluorine Chemistry of Palladium and Rhodium: Studies toward Aromatic Fluorination
- (2009) Vladimir V. Grushin ACCOUNTS OF CHEMICAL RESEARCH
- Catalytic Enantioselective Trifluoromethylation of Azomethine Imines with Trimethyl(trifluoromethyl)silane
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- Highly Stereoselective Synthesis of Monofluoroalkenes from α-Fluorosulfoximines and Nitrones
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- Palladium-Catalyzed Substitution of Allylic Fluorides
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- Hypervalent Bromine Compounds: Smaller, More Reactive Analogues of Hypervalent Iodine Compounds
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- Zinc-Mediated Formation of Trifluoromethyl Ethers from Alcohols and Hypervalent Iodine Trifluoromethylation Reagents
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- Diaryliodonium Salts: A Journey from Obscurity to Fame
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- Efficient Synthesis of Aryl Fluorides
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- Fluorine substitutions in an antigenic peptide selectively modulate T-cell receptor binding in a minimally perturbing manner
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- Aromatic trifluoromethylation catalytic in copper
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- Acid-mediated formation of trifluoromethyl sulfonates from sulfonic acids and a hypervalent iodine trifluoromethylating agent
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- Benchmark and Solvent-Free Preparation of Sulfonium Salt Based Electrophilic Trifluoromethylating Reagents
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- Asymmetric oxidative α-fluorination of 2-alkylphenylacetaldehydes with AgHF2 and ruthenium/PNNP catalysts
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- Nucleophilic, radical, and electrophilic (phenylsulfonyl)difluoromethylations
- (2009) Jinbo Hu JOURNAL OF FLUORINE CHEMISTRY
- Difluoromethylation of some C–H acids with chlorodifluoromethane under conditions of phase transfer catalysis (PTC)
- (2009) Ewelina Nawrot et al. JOURNAL OF FLUORINE CHEMISTRY
- The solid complex Zn(CF3)Br·2DMF as an alternative reagent for the preparation of both, trifluoromethyl and pentafluoroethyl copper, CuCF3 and CuC2F5
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- Trifluoromethylation of various aromatic compounds by CF3I in the presence of Fe(II) compound, H2O2 and dimethylsulfoxide
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- New trends in the chemistry of α-fluorinated ethers, thioethers, amines and phosphines
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- Target-Directed Organocatalysis: A Direct Asymmetric Catalytic Approach to Chiral Propargylic and Allylic Fluorides
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- Palladium-Catalyzed Intramolecular Aminofluorination of Unactivated Alkenes
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- Silver-Mediated Fluorination of Functionalized Aryl Stannanes
- (2009) Takeru Furuya et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis
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- Versatile Pd(OTf)2·2H2O-Catalyzedortho-Fluorination Using NMP as a Promoter
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- Bimetallic Pd(III) complexes in palladium-catalysed carbon–heteroatom bond formation
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- Enantioselective electrophilic trifluoromethylation of β-keto esters with Umemoto reagents induced by chiral nonracemic guanidines
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- Mechanistic Comparison between Pd-Catalyzed Ligand-Directed C−H Chlorination and C−H Acetoxylation
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- Aminodifluorosulfinium Tetrafluoroborate Salts as Stable and Crystalline Deoxofluorinating Reagents
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- Regio- and Stereoselective Synthesis of Fluoroalkenes by Directed Au(I) Catalysis
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- Efficient Nucleophilic Fluoromethylation and Subsequent Transformation of Alkyl and Benzyl Halides Using Fluorobis(phenylsulfonyl)methane
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- Fluorination of Boronic Acids Mediated by Silver(I) Triflate
- (2009) Takeru Furuya et al. ORGANIC LETTERS
- N-Tosyl-S-difluoromethyl-S-phenylsulfoximine: A New Difluoromethylation Reagent for S-, N-, and C-Nucleophiles
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- -Fluoro- -nitro(phenylsulfonyl)methane as a fluoromethyl pronucleophile: Efficient stereoselective Michael addition to chalcones
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- Formation of ArF from LPdAr(F): Catalytic Conversion of Aryl Triflates to Aryl Fluorides
- (2009) D. A. Watson et al. SCIENCE
- An Efficient and Regioselective Difluoromethylation of 3-Iodoindazole with Chlorodifluoromethane
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- Diethyl bromodifluoromethylphosphonate: a highly efficient and environmentally benign difluorocarbene precursor
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- Synthesis of difluorinated carbocyclic analogues of 5-deoxypentofuranoses
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- Palladium/acetic acid-catalyzed fluoroalkylation of alkynes with monofluorinated sulfones as pronucleophiles
- (2009) Chuanfa Ni et al. TETRAHEDRON LETTERS
- Trifluoromethylation of enamines under acidic conditions
- (2009) Roman T. Gritsenko et al. TETRAHEDRON LETTERS
- Metal-free electrophilic fluorination of alkyl trifluoroborates and boronic acids
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- Enantioselective conjugate addition of fluorobis(phenylsulfonyl)methane to α,β-unsaturated ketones catalyzed by chiral bifunctional organocatalysts
- (2009) Hyoung Wook Moon et al. TETRAHEDRON LETTERS
- Recent advances in enantioselective trifluoromethylation reactions
- (2009) Norio Shibata et al. TETRAHEDRON-ASYMMETRY
- Gold(I)-Catalyzed Alkoxyhalogenation of β-Hydroxy-α,α-Difluoroynones
- (2008) Marie Schuler et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Synthesis of11C,18F,15O, and13N Radiolabels for Positron Emission Tomography
- (2008) Philip W. Miller et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Molecular Imaging with PET
- (2008) Simon M. Ametamey et al. CHEMICAL REVIEWS
- Update 1 of: Asymmetric Fluorination, Trifluoromethylation, and Perfluoroalkylation Reactions
- (2008) Jun-An Ma et al. CHEMICAL REVIEWS
- Synthesis ofgem-Difluoroalkenes via β-Fluoride Elimination of Organorhodium(I)
- (2008) Tomoya Miura et al. CHEMISTRY LETTERS
- Recent Advances in Electrophilic CF3-Transfer Using Hypervalent Iodine(III) Reagents
- (2008) Iris Kieltsch et al. CHIMIA
- Chemistry with [18F]Fluoride Ion
- (2008) Lisheng Cai et al. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Preparation of Alkyl and Aryl Chlorodifluoromethyl Ethers Using BrF3
- (2008) Youlia Hagooly et al. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Fluorinated Johnson Reagent for Transfer-Trifluoromethylation to Carbon Nucleophiles
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- ElectrophilicS-Trifluoromethylation of Cysteine Side Chains inα- andβ-Peptides: Isolation of Trifluoro-methylatedSandostatin®(Octreotide) Derivatives
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- Stereoselective synthesis of fluorobis(phenylsulfonyl)methyl-substituted alkenes using free radical fluoroalkylation
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- Nucleophilic difluoromethylation and trifluoromethylation using tetrakis(dimethylamino)ethylene (TDAE) reagent
- (2008) Maurice Médebielle et al. JOURNAL OF FLUORINE CHEMISTRY
- Reactions of trimethylsilyl fluorosulfonyldifluoroacetate with purine and pyrimidine nucleosides
- (2008) Magdalena Rapp et al. JOURNAL OF FLUORINE CHEMISTRY
- The Many Roles for Fluorine in Medicinal Chemistry
- (2008) William K. Hagmann JOURNAL OF MEDICINAL CHEMISTRY
- Constructing the OCF2O Moiety Using BrF3
- (2008) Youlia Hagooly et al. JOURNAL OF ORGANIC CHEMISTRY
- Reactivity of a 10-I-3 Hypervalent Iodine Trifluoromethylation Reagent With Phenols
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- Facile Nucleophilic Fluorination Reactions Usingtert-Alcohols as a Reaction Medium: Significantly Enhanced Reactivity of Alkali Metal Fluorides and Improved Selectivity
- (2008) Dong Wook Kim et al. JOURNAL OF ORGANIC CHEMISTRY
- Difluoro-λ3-Bromane-Induced Oxidative Carbon−Carbon Bond-Forming Reactions: Ethanol as an Electrophilic Partner and Alkynes as Nucleophiles
- (2008) Masahito Ochiai et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Insights into Directing Group Ability in Palladium-Catalyzed C−H Bond Functionalization
- (2008) Lopa V. Desai et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Carbon−Fluorine Reductive Elimination from a High-Valent Palladium Fluoride
- (2008) Takeru Furuya et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Active Trifluoromethylating Agents from Well-Defined Copper(I)−CF3Complexes
- (2008) Galyna G. Dubinina et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Multi-vicinal fluoroalkanes: a new class of organofluorine compounds
- (2008) Luke Hunter et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Direct Electrophilic Monofluoromethylation
- (2008) G. K. Surya Prakash et al. ORGANIC LETTERS
- Stereoselective Monofluoromethylation ofN-tert-Butylsulfinyl Ketimines Using Pregenerated Fluoro(phenylsulfonyl)methyl Anion
- (2008) Jun Liu et al. ORGANIC LETTERS
- Structure of Bis(trifluoromethyl)cuprate and Its Role in Trifluoromethylation Reactions
- (2008) Galyna G. Dubinina et al. ORGANOMETALLICS
- Fluorination of Nonactivated Haloarenes via Arynes under Mild Conditions, Resulting from Further Studies toward Ar−F Reductive Elimination from Palladium(II)
- (2008) Vladimir V. Grushin et al. ORGANOMETALLICS
- Direct nucleophilic fluorination of carbonyl groups of benzophenones and benzils with Deoxofluor
- (2008) Ying Chang et al. TETRAHEDRON
- New preparation of difluoroiodomethylsulfanylbenzenes and their radical addition to unsaturated compounds initiated by sodium dithionite
- (2008) Xueyan Yang et al. TETRAHEDRON
- Nucleophilic difluoromethylation and difluoromethylenation of aldehydes and ketones using diethyl difluoromethylphosphonate
- (2008) Petr Beier et al. TETRAHEDRON
- Diastereoselective synthesis of highly functionalized fluoroalkene dipeptide isosteres and its application to Fmoc-based solid-phase synthesis of a cyclic pentapeptide mimetic
- (2008) Tetsuo Narumi et al. TETRAHEDRON
- Replacing the carbonyl's oxygen with the difluoromethyl group
- (2008) Or Cohen et al. TETRAHEDRON
- Free radical (phenylsulfonyl)difluoromethylation of alkynes with PhSO2CF2I reagent: stereoselective preparation of PhSO2CF2- and CF2H-substituted alkenes
- (2008) Ya Li et al. TETRAHEDRON
- Nucleophilic fluoroalkylation of iminium salts
- (2008) Vitalij V. Levin et al. TETRAHEDRON LETTERS
- Stereoselective synthesis of α-difluoromethyl-β-amino alcohols via nucleophilic difluoromethylation with Me3SiCF2SO2Ph
- (2008) Jun Liu et al. TETRAHEDRON LETTERS
- A general route for constructing difluoromethyl ethers
- (2008) Youlia Hagooly et al. TETRAHEDRON LETTERS
- Desymmetrization-like Catalytic Enantioselective Fluorination of Malonates and Its Application to Pharmaceutically Attractive Molecules
- (2007) Dhande Sudhakar Reddy et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Understanding organofluorine chemistry. An introduction to the C–F bond
- (2007) David O'Hagan CHEMICAL SOCIETY REVIEWS
- Fluorine in medicinal chemistry
- (2007) Sophie Purser et al. CHEMICAL SOCIETY REVIEWS
- Accounting for Fluorine: Production, Use, and Loss
- (2007) Gara Villalba et al. JOURNAL OF INDUSTRIAL ECOLOGY
- Versatile application of trifluoromethyl triflate
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