Overview

Continuing the tradition of providing significant and interesting procedures, Organic Syntheses, Collective Volume XII is a compilation of revised editions of Annual Volumes 85 through 89. The contents of this volume are organized by primarily by reaction type, with the precise classification made according to the bias of the editor, who attempted to ascertain the primary purpose or utility of the procedure.

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Author:   Charles K. Zercher (Messiah College, PA; State University of New York at Buffalo; University of Notre Dame, IN) ,  Organic Syntheses Inc.
Publisher:   John Wiley & Sons Inc
Imprint:   John Wiley & Sons Inc
Volume:   12
Dimensions:   Width: 16.00cm , Height: 5.80cm , Length: 23.10cm
Weight:   2.019kg
ISBN:  

9781118117828

ISBN 10:   1118117824
Pages:   1608
Publication Date:   20 November 2015
Audience:   College/higher education ,  Postgraduate, Research & Scholarly
Format:   Hardback
Publisher's Status:   Active
Availability:   Out of stock  
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Table of Contents

Preparation of (E)-(2-Iodovinyl)Benzene from Benzyl Bromide and Diiodomethane [(E)-β-Styryl Iodide] 1 Vinylation with Inexpensive Silicon-Based Reagents: Preparation of 3-Vinylquinoline and 4-Vinylbenzophenone 7 Organolithiums and Lithium 2,2,6,6-Tetramethylpiperidide in Reductive Alkylation of Epoxides: Synthesis of (E)-Alkenes [(E)-2-Methyltetradeca-1,3-Diene] 19 2-Methylenecyclopropanecarboxylic Acid Ethyl Ester 27 2-(2,2-Dibromoethenyl)-benzenamine 33 Stereoselective Nickel-Catalyzed 1,4-Hydroboration of 1,3-Dienes [(Z)-Dec-2-en-1-ol] 42 Synthesis of Ethyl 2-Ethanoyl-2-methyl-3-phenylbut-3-enoate 51 (±) trans-3,3′-(1,2-Cyclopropanediyl)bis-2-(E)-Propenoic Acid, Diethyl Ester: Tandem Oxidation Procedure (Top) Using Mno2 Oxidation-Stabilized Phosphorane Trapping 57 Stereoselective Synthesis of 3-Arylacrylates by Copper-Catalyzed Syn Hydroarylation [(E)-Methyl 3-phenyloct-2-enoate] 67 Tandem Nucleophilic Addition/Fragmentation of Vinylogous Acyl Triflates: 2-Methyl-2-(1-oxo-5-heptynyl)-1,3-dithiane 72 Synthesis of Ynamides by Copper-Mediated Coupling of 1,1-Dibromo-1-Alkenes with Nitrogen Nucleophiles. Preparation of 4-Methyl-N-(2-Phenylethynyl)-N-(Phenylmethyl)Benzenesulfonamide 81 Synthesis of Polyynes by In Situ Desilylative Bromination and Palladium-Catalyzed Coupling: (7-(Benzyloxy)hepta-1,3,5-triynyl)triisopropylsilane 93 Preparation of a 1-Alkoxy-1-Alkyne from Reaction of a 2,2,2-Trifluoroethyl Ether with an Alkyllithium Reagent: 1-Benzyloxymethoxy-1-Hexyne 103 An Economical Synthesis of 4-Trimethylsilyl-2-butyn-1-ol 110 Single-Step Synthesis of Alkynyl Imines from N-Vinyl and N-Aryl AmidesSynthesis of N-[1-Phenyl-3-(Trimethylsilyl)-2-Propynylidene]-Benzenamine 121 Lithiated Primary Alkyl Carbamates for the Homologation of Boronic Esters 127 Synthesis of (R)-2-Methoxy-N-(1-Phenylethyl)Acetamide via Dynamic Kinetic Resolution 138 Synthesis and Resolution of Racemic trans-2-(N-Benzyl)amino-1-cyclohexanol: Enantiomer Separation by Sequential Use of (R)- and (S)-Mandelic Acid [Cyclohexanol, 2-(N-benzyl)amino, (1S,2S)- and (1R,2R)-] 147 (Sa,S)-N-[2′-(4-Methylphenylsulfonamido)-1,1á-Binaphthyl-2-yl]pyrrolidine-2-carboxamide: An Organocatalyst for the Direct Aldol Reaction 157 Synthesis of (S)-8a-Methyl-3,4,8,8a-Tetrahydro-1,6-(2H,7H)-Naphthalenedione via N-Tosyl-(Sa)-BINAM-L-Prolinamide Organocatalysis 168 (S)-(–)-2-Allylcyclohexanone (2-Allylcyclohexan-1-one) 177 Synthesis and Diastereoselective Aldol Reactions of a Thiazolidinethione Chiral Auxiliary 187 Lithium Amides as Homochiral AmmoniaEquivalents for Conjugate Additions to α,β-Unsaturated Esters: Asymmetric Synthesis of (S)-β-Leucine 198 Fluoride Ring-Opening Kinetic Resolution of Terminal Epoxides: Preparation of (S)-2-Fluoro-1-Phenylethanol 214 (R)-3,3′-Bis(9-Phenanthryl)-1,1′-Binaphthalene-2,2′-Diyl Hydrogen Phosphate 222 Enantioselective Three-Component Reaction for the Preparation of β-Amino-α-Hydroxy Esters 232 Preparation of H,4 PyrrolidineQuin-BAM(PBAM) 241 Synthesis of tert-Butyl (1S,2S)-2-Methyl-3-Oxo-1-Phenyl propylcarbamate by AsymmetricMannich Reaction 253 Preparation of (Ra)-Methyl 3-(Dimethyl(phenyl)silyl)hexa-3,4-dienoate 258 Preparation of (S)-3,3′-Bis-Morpholinomethyl-5,5′,6,6′,7,7′,8,8′-Octahydro-1,1′-Bi-2-Naphthol 268 Catalytic Asymmetric Addition of an In-Situ Prepared Arylzinc to Cyclohexanecarboxaldehyde: (R)-(+)-α-Cyclohexyl-3-Methoxy-Benzenemethanol 276 Preparation of (S)-4-Isopropyl-N-Propanoyl-1,3-Thiazolidine-2-Thione 283 Stereoselective Synthesis of Anti α-Methyl-β-Methoxy Carboxylic Compounds 292 Organocatalytic Enantioselective Synthesis of Bicyclic β-Lactones from Aldehyde Acids via Nucleophile-Catalyzed Aldol-Lactonization (NCAL) 301 Synthesis of (+)-B-Allyldiisopinocampheylborane and Its Reaction with Aldehydes 316 Synthesis of (S,S)-Diisopropyl Tartrate (E)-Crotylboronate and Its Reaction with Aldehydes: (2R,3R,4R)-1,2-Dideoxy-2-Ethenyl-4,5-O-(1-Methylethylidene)-Xylitol 330 Benzyl Isopropoxymethyl Carbamate – An Aminomethylating Reagent for Mannich Reactions of Titanium Enolates 344 (R)-2-(Benzyloxycarbonylamino-Methyl)-3-Phenylpropanoic Acid (Z-β2hPhe-OH): Preparation of a β2-Amino Acid with the Auxiliary Dioz 350 Catalytic Enantioselective Addition of Terminal Alkynes to Aldehydes: Preparation of (S)-(-)-1,3-Diphenyl-2-propyn-1-ol and (S)-(-)-4-Methyl-1-phenyl-2-pentyn-1,4-diol 358 Preparation of (S)-tert-ButylPHOX (Oxazole, 4-(1,1-dimethylethyl) -2-[2-(diphenylphosphino)phenyl]-4,5-dihydro- (4S)-) 368 Preparation of (S)-2-Allyl-2-Methylcyclohexanone (Cyclohexanone, 2-methyl-2-(2-propen-1-yl)-, (2S)-) 379 High-Yielding, Large-Scale Synthesis of N-Protected-β-Aminonitriles: tert-Butyl (1R)-2-Cyano-1-Phenylethylcarbamate 395 (3R,7aS)-3-(Trichloromethyl)Tetrahydropyrrolo[1,2-C]Oxazol-1(3H)-one: An Air and Moisture Stable Reagent for the Synthesis of Optically Active α-Branched Prolines 405 Preparation of Enantioenriched Homoallylic Primary Amines 415 Synthesis of (2R,3R)-2,3-Dimethyl-1,4-Butanediol by Oxidative Homocoupling of (4S)-Isopropyl-3-Propionyl-2-Oxazolidinone[2,3-imethylbutane-1,4-diol, (2R, 3R)-] 423 OxoneⓇ-Mediated Synthesis of Benzimidazoles from 1,2-Phenylenediamines and Aldehydes: Preparation of 2-(4-Cyano-Phenyl)-1-[2-(3,4-imethoxyphenyl)-Ethyl]-1H-Benzimidazole-5-Carboxylic Acid Ethyl Ester 435 Synthesis of a N-Mesityl-Substituted Aminoindanol-Derived Triazolium Salt [(5aS,10bR)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2, 4-triazolo[4,3-d]-1,4-oxazinium chloride] 446 t-Butyl as a Pyrazole Protecting Group: Preparation and Use of 1-tert-Butyl-3-Methyl-1H-Pyrazole-5-Amine 459 Microwave-Assisted Synthesis of 1,3-Dimesitylimidazolinium Chloride 470 Regioselective Synthesis of 1,3,5-Trisubstituted Pyrazoles by the Reaction of N-Monosubstituted Hydrazones with Nitroolefins 479 Synthesis of 4,5-Dimethyl-1,3-dithiol-2-one 487 Cu-Catalyzed Azide-Alkyne Cycloaddition: Preparation of Tris((1-Benzyl-1H-1,2,3-Triazolyl)Methyl)Amine 497 An Intramolecular Amination of Aryl Halides with a Combination of Copper (I) Iodide and Cesium Acetate: Preparation of 5,6-Dimethoxyindole-1,2-Dicarboxylic Acid 1-Benzyl Ester 2-Methyl Ester 504 Preparation of a Non-Symmetrical Imidazolium Salt: 1-Adamantyl-3-Mesityl-4,5-Dimethylimidazolium Tetrafluoroborate 512 Efficient Oxidative Synthesis of (-)-2-tert-Butyl-(4S)-Benzyl-(1,3)-Oxazoline 520 Synthesis of Enantiopure Di(tert-Butyl) (2S,4S)-4-Hydroxy-6-Oxo-1,2-Piperidinedicarboxylate. A Useful Building Block for the Preparation of 4-Hydroxypipecolate Derivatives 529 Convenient Preparation of 3-Ethoxycarbonyl Benzofurans from Salicylaldehydes and Ethyl Diazoacetate 537 One-Pot Multicomponent Preparation of Tetrahydropyrazoloquinolinones and Tetrahydropyrazoloquinazolinones 545 Synthesis of 2-Arylindole-4-Carboxylic Amides: [2-(4-Fluorophenyl)-1H-Indol-4-yl]-1-Pyrrolidinylmethanone 554 One-Pot Synthesis of 5H-Indazolo-[3,2-b]Benzo[d]-1,3-Oxazine: Two Efficient Preparative Methods 566 Phosphine-Catalyzed [4+2] Annulation: Synthesis of Ethyl 6-Phenyl-1-Tosyl-1,2,5,6-Tetrahydropyridine-3-Carboxylate 575 Phosphine-Catalyzed [3 + 2] Annulation: Synthesis of Ethyl 5-(tert-Butyl)-2-Phenyl-1-Tosyl-3-Pyrroline-3-Carboxylate 586 Synthesis of Substituted Indazoles via [3+2] Cycloaddition of Benzyne and Diazo Compounds [1H-indazole-3-carboxylic acid, ethyl ester] 598 Synthesis of 2,3-Disubstituted Indoles via Palladium-Catalyzed Annulation of Internal Alkynes: 3-Methyl-2-(Trimethylsilyl)Indole 606 Synthesis of Quinolines by Electrophilic Cyclization of N-(2-Alkynyl)Anilines: 3-Iodo-4-Phenylquinoline 615 Preparation of 4-Spirocyclohexyloxazolidinone by C-H Bond Nitrene Insertion [3-Oxa-1-azaspiro[4.5]decan-2-one] 626 (S)-5-Pyrrolidin-2-yl-1H-tetrazole 635 Regioselective C-4 Bromination of Oxazoles: 4-Bromo-5-(thiophen-2-yl)oxazole 648 The Preparation of (2R,5S)-2-t-Butyl-3,5-dimethylimidazolidin-4-one 656 Facile Synthesis of 2-Ethyl-3-quinolinecarboxylic Acid Hydrochloride 667 Selective Trialkylation of Cyclen with tert-Butyl Bromoacetate [1,4,7,10-Tetraazacyclododecane-1,4,7-triacetic acid, Tri-tert-butyl Ester Hydrobromide] 673 Direct Synthesis of Azaheterocycles from N-Aryl/Vinyl Amides. Synthesis of 4-(Methylthio)-2-phenylquinazoline and 4-(4-Methoxyphenyl)-2-phenylquinoline 677 Direct Synthesis of 2,5-Dihalosiloles (2,5-Dibromo-1,1-dimethyl-3,4-diphenyl-1H-silole) 688 Ligand-Free Copper(II) Oxide Nanoparticles Catalyzed Synthesis of Substituted Benzoxazoles 697 Preparation of Chiral and Achiral Triazolium Salts: Carbene Precursors with Demonstrated Synthetic Utility 703 Enantioselective Preparation of Dihydropyrimidones [(S)-1-Benzyl-6-methyl-2-oxo-4-phenyl-1, 2, 3, 4-tetrahydropyrimidine-5-carboxylic methyl ester] 712 o-Aminobenzaldehyde, Redox-Neutral Aminal Formation and Synthesis of Deoxyvasicinone 726 Pd(0)-Catalyzed Diamination of trans-1-Phenyl-1,3-butadiene with Di-tert-Butyldiaziridinone as Nitrogen Source 733 Pd(0)-Catalyzed Asymmetric Allylic and Homoallylic Diamination of 4-Phenyl-1-butene With Di-tert-Butyldiaziridinone 741 The Preparation of Indazoles via Metal Free Intramolecular Electrophilic Amination of 2-Aminophenyl Ketoximes 750 Synthesis of Pyrazolo[1,5-a]Pyridines via Azirines: Preparation of 2-(3-Bromophenyl)-6-(Trifluoromethyl) Pyrazolo[1,5-a]Pyridine 757 Preparation of 3-Alkylated Oxindoles from N-Benzyl Aniline via a Cu(II)-Mediated Anilide Cyclization Process 766 Gram Scale Catalytic Asymmetric Aziridination: Preparation of (2R,3R)-Ethyl 1-Benzhydryl-3-(4-bromophenyl)aziridine 2-carboxylate 777 Preparation of Tetrahydroisoquinoline-3-ones Via Cyclization of Phenyl Acetamides Using Eaton′s Reagent 789 One-Pot Conversion of Lactam Carbamates to Cyclic Enecarbamates: Preparation of 1-tert-Butoxycarbonyl-2,3-Dihydropyrrole 797 Cyclohexene Imine (7-Aza-bicyclo[4.1.0]heptane) 803 Direct Fluorination of the Carbonyl Group of Benzophenones Using Deoxo-FluorⓇ: Preparation of Bis(4-Fluorophenyl)difluoromethane 810 Preparation of t-Butyl-3-Bromo-5-Formylbenzoate Through SelectiveMetal-Halogen Exchange Reactions 817 Amide Formation by Decarboxylative Condensation of Hydroxylamines and α-Ketoacids: N-[(1S)-1-Phenylethyl]benzeneacetamide 826 New, Convenient Route for Trifluoromethylation of Steroidal Molecules 832 Low Pressure Carbonylation of Epoxides to β-Lactones 841 Preparation of Cyclobutenone 849 Safe and Scalable Preparation of Barluenga′s Reagent (Bis(pyridine)iodonium(I) tetrafluoroborate) 858 Catalytic Intramolecular Friedel-Crafts Reaction of Benzyl Meldrum′s Acid Derivatives: Preparation of 5,6-Dimethoxy-2-methyl-1-indanone 867 Convenient Synthesis of α-Diazoacetates from α-Bromoacetates and N,N′-Ditosylhydrazine: Preparation of Benzyl Diazoacetate 876 Efficient Synthesis of Oxime Using O-TBS-N-Tosylhydroxylamine: Preparation of (2Z)-4-(Benzyloxy)but-2-enal Oxime 883 Protection of Diols with 4-(tert-Butyldimethylsilyloxy)- benzylidene Acetal and its Deprotection: (4-((4R,5R)-4,5-Diphenyl-1,3-dioxolan-2-yl)phenoxy) (tert-butyl)dimethylsilane 892 Tetrakis(dimethylamino)allene 901 A Practical Synthesis of Isocyanates from Isonitriles: Ethyl 2-Isocyanatoacetate 909 Silver-Catalyzed Rearrangement of Propargylic Sulfinates: Synthesis of Allenic Sulfones 913 Preparation of 1-Monoacylglycerols via the Suzuki-Miyaura Reaction: 2,3-Dihydroxypropyl (Z)-tetradec-7-enoate 919 Dibenzo[a,e]cyclooctene: Multi-gram Synthesis of a Bidentate Ligand 934 Preparation of Isopropyl 2-Diazoacetyl(Phenyl)Carbamate 943 Preparation of Ethyl 1-Benzyl-4-Fluoropiperidine-4-Carboxylate 953 Preparation and [2+2] Cycloaddition of 1-Triisopropylsiloxy-1-Hexyne with Methyl Crotonate: 3-Butyl-4-Methyl-2-Triisopropylsiloxy-Cyclobut-2-Enecarboxylic AcidMethyl Ester 957 1,3,5-Triacetylbenzene 965 An Efficient and Scalable Ritter Reaction for the Synthesis of t-Butyl Amides 972 Palladium-Catalyzed Dehydrative Allylation of Hypophosphorous Acid with Allylic AlcoholsPreparation of Cinnamyl-H-Phosphinic Acid 979 Synthesis of Tetraorganosilanes: (Chloromethyl)Dimethylphenylsilane 987 Organocatalytic α-Methylenation of Aldehydes: Preparation of 3,7-Dimethyl-2-Methylene-6-Octenal 991 Preparation of Cycloheptane-1,3-Dione via Reductive Ring Expansion of 1-Trimethylsilyloxy-7,7-dichlorobicyclo[3.2.0]heptan-6-one (Cycloheptane-1,3-dione) 997 Synthesis of Trifluoromethyl Ketones from Carboxylic Acids: 4-(3,4-Dibromophenyl)-1,1,1-trifluoro-4-methylpentan-2-one 1004 Synthesis of 2-[3,3′-Di-(tert-Butoxycarbonyl)-aminodipropylamine]-4,6,-dichloro-1,3,5-triazine as a Monomer and 1,3,5-[Tris-Piperazine]-triazine as a Core for the Large Scale Synthesis of Melamine (Triazine) Dendrimers 1012 Large Scale, Green Synthesis of a Generation-1 Melamine (Triazine) Dendrimer 1020 Synthesis of Enamides from Ketones: Preparation of N-(3,4-Dihydronaphthalene-1-yl)acetamide 1028 The Direct Acyl-Alkylation of ArynesPreparation of Methyl 2-(2-Acetylphenyl)acetate 1040 Preparation of a Trifluoromethyl Transfer Agent: 1-Trifluoromethyl-1,3-Dihydro-3,3-Dimethyl-1,2-Benziodoxole 1049 Preparation of Horner-Wadsworth-Emmons Reagent: Methyl 2-Benzyloxycarbonylamino-2-(Dimethoxyphosphinyl) acetate 1059 Enals via a Simple Two-Carbon Homologation of Aldehydes and Ketones 1067 Gold(I)-Catalyzed Decarboxylative Allylic Amination of Allylic N-Tosylcarbamates 1075 Synthesis of Cyclobutarenes by Palladium-Catalyzed C(sp3)-H Bond Arylation: Preparation of Methyl 7-Methylbicyclo[4.2.0]Octa-1,3,5-Triene-7-Carboxylate 1083 B-Protected Haloboronic Acids for Iterative Cross-Coupling 1090 Synthesis of (3-Chlorobutyl)Benzene by the Cobalt-catalyzed Hydrochlorination of 4-Phenyl-1-butene 1104 Copper-Catalyzed Three-Component Reaction of 1-Alkynes, Sulfonyl Azides, And Water: N-(4-Acetamidophenylsulfonyl)-2-Phenylacetamide 1109 Synthesis of Dimethyl 2-Phenylcyclopropane-1, 1-Dicarboxylate Using an Iodonium Ylide Derived from Dimethyl Malonate 1115 Palladium (II) Acetate-Butyl Di-1-adamantylphosphine Catalyzed Arylation of Electron-Rich HeterocyclesPreparation of 5-Phenyl-2-isobutylthiazole 1124 General Method for Copper-Catalyzed Arylation of Acidic Arene C-H BondsPreparation of 2-Chloro-5-(3-Methylphenyl)-Thiophene 1131 Rhodium-Catalyzed Enantioselective Addition of Arylboronic Acids to In Situ Generated N-Boc AryliminesPreparation of (S)-tert-Butyl (4-Chlorophenyl)(thiophen-2-yl) methylcarbamate 1138 Synthesis of 2-Aryl Pyridines by Palladium-Catalyzed Direct Arylation of Pyridine N-Oxides 1150 Nickel-Catalyzed Enantioselective Negishi Cross-Couplings of Racemic Secondary α-Bromo Amides with Alkylzinc Reagents: (S)-N-Benzyl-7-cyano-2-ethyl-N-phenylheptanamide 1159 Palladium-Catalyzed Alkyl-Alkyl Suzuki Cross-Couplings of Primary Alkyl Bromides at Room Temperature: (13-Chlorotridecyloxy)triethylsilane 1166 Synthesis of Chiral Pyridine Bis(Oxazoline) Ligands for Nickel-Catalyzed Asymmetric Negishi Cross-Couplings of Secondary Allylic Chlorides with Alkylzincs: 2,6-Bis[(4R)-4,5-Dihydro-4-(2-phenylethyl)-2-oxazolyl]-Pyridine 1175 Nickel-catalyzed Asymmetric Negishi Cross-Couplings of Racemic Secondary Allylic Chlorides With Alkylzincs: (S,E)-Ethyl 6-(1,3-Dioxolan-2-yl)-4-methylhex-2-enoate 1180 Synthesis of 2-Substituted Biaryls via Cu/Pd-Catalyzed Decarboxylative Cross-Coupling of 2-Substituted Potassium Benzoates: 4-Methyl-2′-Nitrobiphenyl and 2-Acetyl-4′-Methylbiphenyl 1191 α-Arylation of Esters Catalyzed by the Pd(I) Dimer [P(t-Bu)3Pd(μ-Br)]2 1202 Ruthenium-Catalyzed Arylation of Ortho C-H Bond in an Aromatic with an Arylboronate: 8-Phenyl-1-Tetralone 1210 Magnesiation of Weakly Activated Arenes using tmp2Mg⋅2LiCl: Synthesis of tert-Butyl Ethyl Phthalate 1217 Synthesis of (2R)-3-[[(1,1-Dimethylethyl) dimethylsilyl]oxy]-2-methylpropanal by Rhodium-Catalyzed Asymmetric Hydroformylation 1226 Multicomponent Synthesis of Tertiary Diarylmethylamines: 1-((4-Fluorophenyl)(4-methoxyphenyl)methyl)piperidine 1236 Anhydrous Hydration of Nitriles to Amides: p-Carbomethoxybenzamide 1246 Synthesis of 8,8-Dipropylbicyclo[4.2.0]octa-1,3,5-trien-7-one via Pd-catalyzed Intramolecular C-H Bond-Acylation 1251 Synthesis of Lithium 2-Pyridyltriolborate and Its Cross-Coupling Reaction with Aryl Halides 1261 (R)-2,2′-Binaphthoyl-(S,S)-di(1-phenylethyl) Aminophosphine. Scalable Protocols for the Syntheses of Phosphoramidite (Feringa) Ligands 1267 (R)-3-Methyl-3-Phenyl-1-Pentene Via Catalytic Asymmetric Hydrovinylation 1275 Synthesis of Aminoarenethiolato-Copper(I) Complexes 1291 The Preparation of Cyclohept-4-enones by Rhodium-Catalyzed Intermolecular [5+2] Cycloaddition 1299 Benzyl Alcohol as an Alkylating Agent Using the Ruthenium-Catalyzed Borrowing Hydrogen Strategy 1309 Palladium-Catalyzed Cross-Coupling Using an Air-Stable Trimethylaluminum SourcePreparation of Ethyl 4-Methylbenzoate 1315 One-Pot Diazotization and Heck Reaction of Methyl Anthranilate: 2-(3-Oxopropyl)benzoic AcidMethyl Ester 1325 Diphenyldiazomethane 1329 Allylic Oxidation Catalyzed by Dirhodium(II) Tetrakis[ϵ-caprolactamate] of tert-Butyldimethylsilyl-protected trans-Dehydroandrosterone 1335 2-Iodoxy-5-Methylbenzenesulfonic Acid-Catalyzed Selective Oxidation of 4-Bromobenzyl Alcohol to 4-Bromobenzaldehyde or 4-Bromobenzoic Acid with Oxone 1348 Enantioselective Oxidation of an Alkyl Aryl Sulfide: Synthesis of (S)-(–)-Methyl p-Bromophenyl Sulfoxide 1356 tert-Butyl tert-Butyldimethylsilylglyoxylate: A Useful Conjunctive Reagent 1363 Mild and Efficient One-Pot Curtius Rearrangement: Preparation of N-tert-Butyl Adamantanyl-1-yl-carbamate 1370 The Preparation of Amides by Copper-Mediated Oxidative Coupling of Aldehydes and Amine Hydrochloride Salts 1376 Efficient One-Pot Synthesis of Bis(4-tert-Butylphenyl)iodonium Triflate 1382 Synthesis of Et2SBr•SbCl5Br and Its Use in Biomimetic Brominative Polyene Cyclizations 1388 Stereoselective Synthesis of (E)-2,3-Dibromobut-2-enoic Acid 1402 Metal-Free One-Pot Oxidative Amination of Aromatic Aldehydes: Conversion of Benzaldehyde to N-Benzoyl Pyrrolidine 1407 A Practical And Scalable Synthesis of N-Halo Compounds: 2-Chloro-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 1413 Mild Conversion of Tertiary Amides to Aldehydes Using Cp2Zr(H)Cl (Schwartz′s Reagent) 1420 Preparation of (3,5-Dimethoxy-1-phenyl-cyclohexa-2,5-dienyl)-acetonitrile through Birch Reductive Alkylation (BRA) 1429 Preparation of N-Isopropylidene-N′-2-Nitrobenzenesulfonyl Hydrazine (IPNBSH) and Its Use in Palladium–catalyzed Synthesis of Monoalkyl DiazenesSynthesis of 9-Allylanthracene 1437 Synthesis of Spiroborate Esters from 1,2-Aminoalcohols, Ethylene Glycol and Triisopropyl Borate: Preparation of (S)-1-(1,3,2-Dioxaborolan-2-yloxy)-3-methyl-1, 1-diphenylbutan-2-amine 1449 Catalytic Enantioselective Borane Reduction of Benzyl Oximes: Preparation of (S)-1-Pyridin-3-yl-ethylamine Bis-hydrochloride 1458 Reductive Radical Decarboxylation of Aliphatic Carboxylic Acids 1473

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Charles Zercher earned a BA in Chemistry at Messiah College in Grantham, PA. His graduate education initiated with studies in Medicinal Chemistry at the State University of New York at Buffalo leading to an MS degree in 1985. He received a Ph.D. in Chemistry at the University of Notre Dame 1989 where he studied under the direction of Marvin Miller. Following post-doctoral studies in the laboratory of Paul Wender at Stanford University, Chuck joined the faculty at the University of New Hampshire. He was awarded the University of New Hampshire's Outstanding Assistant Professor Award in 1996 and was promoted to Professor in 2003. His teaching interests include synthetic methods and strategies, organic spectroscopy, and introductory organic chemistry.

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