Handbook of Reagents for Organic Synthesis
Set II, 4 Volume Set / Reagents for Direct Functionalization of C-H Bonds
Published on 20. October 2006
Book
Hardback
424 pages
978-0-470-01022-8 (ISBN)
Unfortunately, price unknown
Article is exhausted; no reprint
Description
Syntheses requiring high material throughput are made even more challenging when targeting pure enantiomers. Asymmetric reactions employing chiral catalysts and prochiral substrates are highly attractive because one molecule of catalyst generates a multitude of chiral progeny. Modern synthesis is rapidly evolving by creating new transformations that employ C-H bonds as the locus for specific functionalization. This Handbook presents short, informative articles on some 80 reagents that summarize the current state-of-the-art using chiral strategies efficiently to increase molecular complexity. These transformations include arene and heteroarene functionalizations, the introduction of heteroatoms, the formation of chiral centers, rings and multiple bonds, and enantiogenesis.
All the information compiled in this volume is also available in electronic format on Wiley InterScience. The electronic Encyclopedia of reagents for Organic Synthesis (e-EROS)) includes all the reagents described here plus many more reagents of other types and for other uses. e-EROS offers text and structure search and is updated twice a year. For More information visit: http://www.mrw.interscience.wiley.com/eros/
All the information compiled in this volume is also available in electronic format on Wiley InterScience. The electronic Encyclopedia of reagents for Organic Synthesis (e-EROS)) includes all the reagents described here plus many more reagents of other types and for other uses. e-EROS offers text and structure search and is updated twice a year. For More information visit: http://www.mrw.interscience.wiley.com/eros/
More details
Series
Edition
1. Auflage
Language
English
Place of publication
Chichester
United Kingdom
Publishing group
John Wiley and Sons Ltd
Target group
Professional and scholarly
Dimensions
Height: 28.4 cm
Width: 22.2 cm
Thickness: 3.2 cm
Weight
1440 gr
ISBN-13
978-0-470-01022-8 (9780470010228)
Schweitzer Classification
Other editions
Complete work / Part of the work
Leo A. Paquette | Jonathan A. Ellman | David Crich
Handbook of Reagents for Organic Synthesis
Set II, 4 Volume Set
Book
11/2006
Wiley
Unfortunately, price unknown
Article is exhausted; no reprint
Person
Professor Philip L. Fuchs, Department of Chemistry, Purdue University, IN
He began his career at Purdue in 1973. Since that time, he has graduated an extended family of 55 Ph.D.s. His awards and honors include an Eli Lilly young faculty fellowship (1975), an Alfred P. Sloan fellowship (1977), a Pioneer in Laboratory Robotics award (1986), a Martin teaching award (1991), and being voted by the students as one of Top 10 Teachers in School of Science at Purdue (1991, 1993, 1995, 1996).
Fuchs has consulted for Pfizer, and Eli Lilly, served on the editorial board of The Journal of Organic Chemistry, and is currently an executive editor for the Electronic Encyclopedia of Organic Reagents (e-EROS), an online dynamic encyclopedia published by John Wiley & Sons.
He began his career at Purdue in 1973. Since that time, he has graduated an extended family of 55 Ph.D.s. His awards and honors include an Eli Lilly young faculty fellowship (1975), an Alfred P. Sloan fellowship (1977), a Pioneer in Laboratory Robotics award (1986), a Martin teaching award (1991), and being voted by the students as one of Top 10 Teachers in School of Science at Purdue (1991, 1993, 1995, 1996).
Fuchs has consulted for Pfizer, and Eli Lilly, served on the editorial board of The Journal of Organic Chemistry, and is currently an executive editor for the Electronic Encyclopedia of Organic Reagents (e-EROS), an online dynamic encyclopedia published by John Wiley & Sons.
Content
Preface ix
Introduction 1
Recent Review Articles and Monographs 9
Allyl Triflone 11
2-Amino-3-Picoline 12
1,2-Benziodoxoyl-3(1H)-one Derivatives 17
2,2-Bis{lcub}[2-[4(S)-tert-butyl-1,3-oxazinyl]{rcub} propane 20
Bis(cyclopentadienyl)methylzirconium Tetraphenylborate-Tetrahydrofuran 26
Bis[dimethyl([micro]-dimethyl sulfide)-platinum(II)] 28
N-Bromosuccinimide 30
Carbon Tetrabromide 41
Carbon Tetraiodide 43
4-(4-Chlorophenyl)-3-hydroxy-2(3H) thiazolethione 45
Chromium(VI) Oxide 48
Chromium(VI) Oxide-3,5-Dimethylpyrazole 53
Chromium(VI) Oxide-Dipyridine 54
Chromyl Acetate 57
Copper(I){lcub}Hydrotris(3,4,5-tribromo)pyrazolylborate{rcub}(acetonitrile) 60
Copper(I),[Hydrotris[3-(2,4,6-trimethylphenyl)-1H-pyrazolato-N[subscript 1]] borato(1-)-N[subscript 2],N[prime][subscript 2]N[tprime][subscript 2] 63
Copper(II) Acetate 64
Copper(II) Chloride 71
Di-(-)-(1R,2S)-2-phenyl-l-cyclohexyl Diazenedicarboxylate 79
(Diacetoxyiodo)benzene 80
Dibenzoyl Peroxide 89
Di-t-butyl Chromate 99
Di-t-butyl Peroxide 102
Dimethyl Diazomalonate 107
Dimethyldioxirane 113
Dipotassium Tetrachloroplatinate(II) 119
Dirhodium(II) bis-{lcub}1,3-[N,N[prime]-di(4-Dodecyl-Benzenesulfonyl)-(2S,2[prime] S),(5R,5[prime] R)-5,5[prime]-Prolinate]Benzene{rcub} 120
Dirhodium(II) Tetra(caprolactamate) 122
Dirhodium(II) Tetrakis(perfluorobutyrate) 124
Dirhodium(II) Tetrakis(trifluoroacetate) 126
Dirhodium(II) Tetrakis(triphenylacetate) 129
Dirhodium(II) Tetraacetamide 132
Dirhodium(II) Tetraacetate 134
Dirhodium(II) Tetrakis[Alkyl 2-oxaazetidine-4(S)-carboxylate] 144
Dirhodium(II) Tetrakis[1-[[(4-dodecylphenyl]sulfonyl]-prolinate] 146
Dirhodium(II) Tetrakis[methyl 1-(3-phenylpropanoyl)-2-oxaimidazolinidinecarboxylate] 154
Dirhodium(II) Tetrakis [methyl 2-oxapyrrolidine-carboxylate] 157
Dirhodium(II) Tetrakis [methyl 2-oxooxazolidine-4(S)-carboxylate] 160
Dirhodium(II) Tetrakis[N-phthaloyl-(S)-tert-leucinate] 162
Dirhodium(II) Tetraoctanoate 166
Disodium Tetrachloroplatinate(II) 169
Ethyl Azidoformate 171
Gallium Trichloride 181
1-Hydroxy-1,2-benziodoxol-3(1H)-one 187
Hypofluorous Acid 190
Hypofluorous Acid, Acetonitrile Complex 191
Iridium(V) Pentahydrobis(isopropylphosphine) 197
Iron(II) Bis(pyridine)bis(2-pyridinecarboxylato-N1,O[subscript 2]) 198
Iron(II) Perchlorate 202
Iron(II) Phthalocyanine 202
Iron(II) 1,3,2-Benzodioxaborol-2-yldicarbonyl ([eta][superscript 5]-2,4-cyclopentadien-1-yl) 204
Mercury(0) 207
Methyl Phenyldiazoacetate 209
Methyl(trifluoromethyl)dioxirane 214
Oxaziridine, 3-Fluoro-3-(heptafluoropropyl)-2-(nonafluorobutyl) 221
Palladium(II) Acetate 229
Pinacol Diborane 253
Pinacolborane 260
Platinum(II) Chloride 263
Rhenium(VII) Methyltrioxo 271
Rhenium(VII) Aquamethyloxodiperoxy 276
Rhenium(VII) Methyloxodiperoxy 283
Rhodium(I) bis Cyclooctene Chloride Dimer 287
Rhodium(I) Carbonyl(chloro)bis(triphenylphosphine) 293
Rhodium(I) Chlorotris(triphenylphosphine) 303
Ruthenium (0) Dodecacarbonyl, Triangulo 315
Ruthenium(II) Dichlorotris(triphenylphosphine) 318
Ruthenium(II), bis[N,N-bis-[(2-pyridyl-[kappa]N)methyl]-2-pyridinemethanamine-N1,N2] di-[micro]-chloride 322
Ruthenium(III) Chloride 324
Ruthenium(III) N,N[prime],N[Prime],-Trimethyl-1,4,7-triazacyclononane + Ruthenium(II) cis-diaquabis(6,6[prime]-dichloro-2,2[prime]-bipyridine)bistriflate 328
Ruthenium(VIII) Oxide 331
Selenium(IV) Oxide 341
Silver(I) [tris[3,5-bis(trifluoromethyl)-1H-pyrazolato-N1]hydroborato(1-)-N2, N2[prime], N2[tprime]-tetrahydrofuran 343
Triethylborane 347
Trifluoromethyl Sulfonyl Ethynyl Benzene 362
Triisopropylsilylethynyl Triflone 363
Tungsten(II) Tricarbonyl(4,6-dimethyl-1,3,2-benzodioxaborol-2-yl)[(1,2,3,4,5,-[eta])-1,2,3.4,5-pentamethyl-2,4-cyclopentadien-l-yl) 364
Tungstoboric Acid, Tetrakis(tetrabutylammonium) Salt 366
Vanadium(VI) Dioxobis(pyrazine-2-carboxylate) Tetrabutylammonium 371
Vanadium(V) Diaquaoxoperoxy (2-pyridinecarboxylate-[kappa]N1, [kappa]02) 375
List of Contributors 379
Reagent Formula Index 387
Subject Index 391
Introduction 1
Recent Review Articles and Monographs 9
Allyl Triflone 11
2-Amino-3-Picoline 12
1,2-Benziodoxoyl-3(1H)-one Derivatives 17
2,2-Bis{lcub}[2-[4(S)-tert-butyl-1,3-oxazinyl]{rcub} propane 20
Bis(cyclopentadienyl)methylzirconium Tetraphenylborate-Tetrahydrofuran 26
Bis[dimethyl([micro]-dimethyl sulfide)-platinum(II)] 28
N-Bromosuccinimide 30
Carbon Tetrabromide 41
Carbon Tetraiodide 43
4-(4-Chlorophenyl)-3-hydroxy-2(3H) thiazolethione 45
Chromium(VI) Oxide 48
Chromium(VI) Oxide-3,5-Dimethylpyrazole 53
Chromium(VI) Oxide-Dipyridine 54
Chromyl Acetate 57
Copper(I){lcub}Hydrotris(3,4,5-tribromo)pyrazolylborate{rcub}(acetonitrile) 60
Copper(I),[Hydrotris[3-(2,4,6-trimethylphenyl)-1H-pyrazolato-N[subscript 1]] borato(1-)-N[subscript 2],N[prime][subscript 2]N[tprime][subscript 2] 63
Copper(II) Acetate 64
Copper(II) Chloride 71
Di-(-)-(1R,2S)-2-phenyl-l-cyclohexyl Diazenedicarboxylate 79
(Diacetoxyiodo)benzene 80
Dibenzoyl Peroxide 89
Di-t-butyl Chromate 99
Di-t-butyl Peroxide 102
Dimethyl Diazomalonate 107
Dimethyldioxirane 113
Dipotassium Tetrachloroplatinate(II) 119
Dirhodium(II) bis-{lcub}1,3-[N,N[prime]-di(4-Dodecyl-Benzenesulfonyl)-(2S,2[prime] S),(5R,5[prime] R)-5,5[prime]-Prolinate]Benzene{rcub} 120
Dirhodium(II) Tetra(caprolactamate) 122
Dirhodium(II) Tetrakis(perfluorobutyrate) 124
Dirhodium(II) Tetrakis(trifluoroacetate) 126
Dirhodium(II) Tetrakis(triphenylacetate) 129
Dirhodium(II) Tetraacetamide 132
Dirhodium(II) Tetraacetate 134
Dirhodium(II) Tetrakis[Alkyl 2-oxaazetidine-4(S)-carboxylate] 144
Dirhodium(II) Tetrakis[1-[[(4-dodecylphenyl]sulfonyl]-prolinate] 146
Dirhodium(II) Tetrakis[methyl 1-(3-phenylpropanoyl)-2-oxaimidazolinidinecarboxylate] 154
Dirhodium(II) Tetrakis [methyl 2-oxapyrrolidine-carboxylate] 157
Dirhodium(II) Tetrakis [methyl 2-oxooxazolidine-4(S)-carboxylate] 160
Dirhodium(II) Tetrakis[N-phthaloyl-(S)-tert-leucinate] 162
Dirhodium(II) Tetraoctanoate 166
Disodium Tetrachloroplatinate(II) 169
Ethyl Azidoformate 171
Gallium Trichloride 181
1-Hydroxy-1,2-benziodoxol-3(1H)-one 187
Hypofluorous Acid 190
Hypofluorous Acid, Acetonitrile Complex 191
Iridium(V) Pentahydrobis(isopropylphosphine) 197
Iron(II) Bis(pyridine)bis(2-pyridinecarboxylato-N1,O[subscript 2]) 198
Iron(II) Perchlorate 202
Iron(II) Phthalocyanine 202
Iron(II) 1,3,2-Benzodioxaborol-2-yldicarbonyl ([eta][superscript 5]-2,4-cyclopentadien-1-yl) 204
Mercury(0) 207
Methyl Phenyldiazoacetate 209
Methyl(trifluoromethyl)dioxirane 214
Oxaziridine, 3-Fluoro-3-(heptafluoropropyl)-2-(nonafluorobutyl) 221
Palladium(II) Acetate 229
Pinacol Diborane 253
Pinacolborane 260
Platinum(II) Chloride 263
Rhenium(VII) Methyltrioxo 271
Rhenium(VII) Aquamethyloxodiperoxy 276
Rhenium(VII) Methyloxodiperoxy 283
Rhodium(I) bis Cyclooctene Chloride Dimer 287
Rhodium(I) Carbonyl(chloro)bis(triphenylphosphine) 293
Rhodium(I) Chlorotris(triphenylphosphine) 303
Ruthenium (0) Dodecacarbonyl, Triangulo 315
Ruthenium(II) Dichlorotris(triphenylphosphine) 318
Ruthenium(II), bis[N,N-bis-[(2-pyridyl-[kappa]N)methyl]-2-pyridinemethanamine-N1,N2] di-[micro]-chloride 322
Ruthenium(III) Chloride 324
Ruthenium(III) N,N[prime],N[Prime],-Trimethyl-1,4,7-triazacyclononane + Ruthenium(II) cis-diaquabis(6,6[prime]-dichloro-2,2[prime]-bipyridine)bistriflate 328
Ruthenium(VIII) Oxide 331
Selenium(IV) Oxide 341
Silver(I) [tris[3,5-bis(trifluoromethyl)-1H-pyrazolato-N1]hydroborato(1-)-N2, N2[prime], N2[tprime]-tetrahydrofuran 343
Triethylborane 347
Trifluoromethyl Sulfonyl Ethynyl Benzene 362
Triisopropylsilylethynyl Triflone 363
Tungsten(II) Tricarbonyl(4,6-dimethyl-1,3,2-benzodioxaborol-2-yl)[(1,2,3,4,5,-[eta])-1,2,3.4,5-pentamethyl-2,4-cyclopentadien-l-yl) 364
Tungstoboric Acid, Tetrakis(tetrabutylammonium) Salt 366
Vanadium(VI) Dioxobis(pyrazine-2-carboxylate) Tetrabutylammonium 371
Vanadium(V) Diaquaoxoperoxy (2-pyridinecarboxylate-[kappa]N1, [kappa]02) 375
List of Contributors 379
Reagent Formula Index 387
Subject Index 391