Handbook of Reagents for Organic Synthesis
John Wiley & Sons Inc (Verlag)
978-1-119-06100-7 (ISBN)
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All the information compiled in this volume is also available in electronic format on Wiley Online Library. The 126 reagents represented here are but a small fraction of the ca. 5,000 reagents available in the electronic Encyclopedia of Reagents for Organic Synthesis (e-EROS). e-EROS offers various search interfaces to locate reagents of interest, including chemical structure, substructure and reactions search modes. e-EROS is updated regularly with new and updated entries.
Tom Rovis holds the John K. Stille chair in Chemistry at the Colorado State University, Fort Collins (USA). He graduated from the University of Toronto (Canada) in 1998 and studied with David Evans at Harvard University, before joining the faculty of Colorado State. Among other scientific awards, he received the Roche Excellence in Chemistry Award in 2010. He is a Fellow of the AAAS, Excecutive Editor for the Encyclopedia of Reagents for Organic Synthesis, and Associate Editor for the journal Synlett.
Preface xi
Introduction xiii
Catalyst Finder xv
Recent Review Articles and Monographs xix
Short Note on InChIs and InChIKeys xxi
4-Acetamido-2,2,6,6-tetramethyl-1-piperidinyloxyl 1
4-Acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium Tetrafluoroborate 2
2[1]-Amino-[1,1[1]-binaphthalen]-2-ol 13
(9R)-9-Amino-9-deoxyquinidine 16
9(S)-Amino-9-deoxyquinine 24
(1R,2S)-1-Amino-2,3-dihydro-1H-inden-2-ol 35
(2S,4S)-2-(Anilinomethyl)-1-ethyl-4-hydroxypyrrolidine 50
(S)-2-(Anilinomethyl)pyrrolidine 51
9-Azabicyclo[3.3.1]nonane-N-oxyl 59
Benzoyl trimethylsilane 61
Benzyl 1,3-Butadiene-1-carbamate 66
3-Benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium Chloride 69
(S)-5-Benzyl-2-mesityl-6,6-dimethyl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-C][1,4]-oxazin-2-ium Tetrafluoroborate 72
3-Benzyl-4-methyl-1,3-thiazolium Chloride 75
cis-4-Benzyloxy-α, α-bis-(3,5-dimethylphenyl)-L-prolinol (2S,4R)- 76
N-Benzylquininium Chloride 78
3-Benzylthiazolium Bromide 85
Benzyltriethylammonium Chloride 86
Bicyclo[2.2.1]heptan-2-one,7,7- Dimethyl-1-(1S,3S,4R)-2-thiabicyclo-[2.2.1]hept-3-yl-, (1S,4R) 88
[1,1[1]-Binaphthalene]-2,2[1]-diol, 3,3[1]-Bis[3,5-bis(trifluoromethyl)phenyl]-, (1R)- 95
N,N[1]-(1S)-[1,1[1]-Binaphthalene]-2,2[1]-diy lbis-(2S,2[1]S)-pyrrolidine-2-carboxamide 98
(R)-1,1[1]-Bi-2,2[1]-naphthol 101
1,1[1]-Binaphthyl-2,2[1]-disulfonic Acid 124
1,1[1]-Binaphthyl-2,2[1]-diyl Hydrogen Phosphate 129
N,N[1]-Bis[3,5-bis(trifluoromethyl)-phenyl]thiourea 133
1-[3,5-Bis(tert-butyl)phenyl]octahydro-3,6,6-trimethylcyclopenta[b]phosphole 137
1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene 139
1,3-Bis(2,6-diisopropylphenyl)imidazolidinium Chloride 146
1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene 149
(–)-(4R,5R)-4,5-Bis[hydroxy(diphenyl)-methyl]-2, 2-dimethyl-1,3-dioxolane(TADDOL) 152
(2S,5S)-2-(Bis(4-methoxyphenyl)((trimethylsilyl)oxy) methyl)-5-(4-methoxy-3,5-dimethylphenyl)pyrrolidine 161
(3R,5R,8R)- 3,8-Bis(1-methylethyl)-2,2,7,7-tetrakis(4-methylphenyl)-1,4,6,9-tetraaza-5λ5-phosphaspiro[4,4] non-5-ene, Hydrochloride salt (1:1) 162
1,2-Bis(phenylsulfonyl)ethylene 163
3,3[1]-Bis(trifluoromethanesulfonyl)-2,2[1]-dihydroxy-1,1[1]-binaphthalene 172
1-[Bis(trifluoromethanesulfonyl)methyl]-2,3,4,5,6-pentafluorobenzene 174
3-[[3,5-Bis(trifluoromethyl)phenyl]-amino]-4-[[(1R,2R)-2-(dimethylamino)-cyclohexyl]amino]-3-cyclobutene-1,2-dione 180
N-[3,5-Bis(trifluoromethyl)phenyl]-N[1]-(9R)-cinchonan-9-yl-thiourea 183
N-[3,5-Bis(trifluoromethyl)phenyl]-N[1]-[(1R,2R)-2-(dimethylamino)cyclohexyl]-thiourea 186
1-[3,5-Bis(trifluoromethyl)phenyl]-3-{(2S)-3,3-dimethyl-1-[(triphenylphosphoranylidene)amino] butan-2-yl}thiourea 189
2-[Bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilyl) oxy]methyl]pyrrolidine 192
(1R)-3,3[1]-Bis(2,4,6-trimethylphenyl)-[1,1[1]-binaphthalene]-2,2[1]-dicarboxylic acid 199
Bromamine-T 202
Bromonitromethane 205
tert-Butyl 2-(tert-butyldimethylsilyl)-2-oxoacetate 210
(S)-5-((tert-Butyldimethylsilyloxy)-diphenylmethyl)-2-phenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium Tetrafluoroborate 1a (and Related Reagents) 214
Chloramine-T 219
Cinchonanium, 1-(9-Anthracenylmethyl)-9-(propen-1-yloxy)-, Bromide(1:1), (8α,9R) 227
1,2-Cyclohexanediamine, N1,N2-Bis[4-(1-pyrrolidinyl)-2-quinolinyl]-, (1R,2R)- 235
1,4-Diazabicyclo[2.2.2]octane 241
1,3-Di-tert-butylimidazol-2-ylidene 247
Diethyl 1,4-Dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate 254
Diethyl Oxomalonate 261
1,3-Dihydro-1,3-bis(tricyclo[3.3.1.13,7]dec-1-yl)-2H-imidazol-2-ylidene 270
1,3-Dihydro-4,5-dimethyl-1,3-bis(1-methylethyl)-2H-imidazol-2-ylidene 273
4,5-Dihydro-4-phenyl-3H-dinaphtho[2,1-c:1[1],2[1]-e]phosphepin 277
2,3-Dihydro-2-phenylimidazo[2,1-b]benzothiazole 280
6,7-Dihydro-2-phenyl-5-(phenylmethyl)-5Hpyrrolo[2,1-c]-1,2,4-triazolium Chloride 286
(R)-2,2[1]-Dihydroxy-3,3[1]diphenyl-1,1[1]-binaphthyl 301
1,3-Dimesityl-4,5-dihydroimidazol-2-ylidene 304
1,3-Dimesityl-1H-imidazolium Salts and 1,3-Dimesitylimidazolylidene 306
4-Dimethylaminopyridine 309
2,2-Dimethyl-1,3-dioxan-5-one 315
Dimethyldioxirane 320
(11bR)-4-(1,1-Dimethylethyl)-4,5-dihydro-3Hdinaphtho[2,1-c:1[1],2[1]- e]phosphepin 327
[4S-(4α,5α)]-1-(1,3-Dimethyl-2-oxido-4,5-diphenyl-1,3,2-diazaphospholidine-2-yl)piperidine 330
(1R,2S,4R,5S)-2,5-Dimethyl-7-phenyl-7-phosphabicyclo[2.2.1]heptane 334
1,4-Dimethyl-1H-1,2,4-triazol-4-ium Iodide 335
(11bR)-Dinaphtho[2,1-d:1[1],2[1]-f][1,3,2]dioxaphosphepin,2,6-Bis[3,5-bis (trifluoromethyl)phenyl]-4-hydroxy-,
4-Oxide 339
(11bR)-Dinaphtho[2,1-d:1[1],2[1]-f][1,3,2]dioxaphosphepin,4-Hydroxy-2,6-di-2-naphthalenyl-, 4-Oxide 343
Dinaphtho[2,1-d:1[1],2[1]-f][1,3,2]dioxaphosphepin,4-Hydroxy-2,6-diphenyl-,4-Oxide, (11bR)-(Family of Reagents) 345
5,6-Dioxaspiro[2.4]heptane-4,7-dione 351
2,2[1]-Diphenyl-[3,3[1]-biphenanthrene]-4,4[1]- diol (VAPOL) and 3,3[1]-Diphenyl-[2,2[1]- binaphthrene]-1,1[1]-diol(VANOL) 353
α, α-Diphenyl-2-pyrrolidinemethanol 365
Dispiro[2H-pyran-2,4[1]-[4H-5,6,8b]-triazaacenaphthylene-7[1](5[1]H),2[1][1]-[2H]- pyran], 1[1],2[1],2[1]a,3,3[1],3[1][1], 4,4[1][1],5,5[1][1],6,6[1][1],8[1],8[1]a-tetradecahydro-1[1],2[1]-dimethoxy-6, 6[1][1]-dimethyl-, monohydrochloride,(1[1]S,2R,2[1]S,2[1][1]R,2[1]aS,6S,6[1][1]S,8[1]aS)- 372
N-[(4-Dodecylphenyl)sulfonyl]-2-pyrrolidinecarboxamide(Hua Cat) 373
Dodecyl 4-[[[(2S)-2-pyrrolidinylcarbonyl]-amino]sulfonyl]benzoate(Hua Cat II) 376
(11bR)-4-Hydroxy-2,6-bis[2,4,6-tris-(1-methylethyl)phenyl]-dinaphtho[2,1-d:1[1],2[1]-F][1,3,2]dioxaphosphepin-4-oxide,[(R)-TRIP] & (11bS)-4-Hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]- dinaphtho[2,1-d: 1[1],2[1]-f][1,3,2]dioxaphosphepin-4-oxide, [(S)-TRIP] 379
N-[(1S)-1-(Hydroxydiphenylmethyl)-3-methylbutyl]-2-pyrrolidinecarboxamide 393
trans-4-Hydroxy-l-proline 395
(4aR,9aS)-4-Hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one 399
1H-Imidazolium, 1,3-Bis[2,6-bis-(1-methylethyl)phenyl],tetrafluoroborate(1-) 400
Iron(2+), tris(2,2[1]-bipyridine-N,N[1])-,Dibromide,(OC-6-11) 403
β-Isocupreidine (β-ICD) 406
1-Mesityl-3,4-dimethyl-4H-1,2,4-triazol-1-ium Tetrafluoroborate 411
9-Mesityl-10-methylacridinium Perchlorate 413
6[1]-Methoxy-(8S,9R)-cinchonan-9-yl N-tertbutoxycarbonyl-2-pyrrolidinecarboxylate 417
1-Methyl-2-azaadamantane N-Oxyl 420
(S)-1-Methyl-2-[(dihydroisoindol-2-yl)methyl]pyrrolidine 421
2-Methyltetrahydrofuran 422
Methyl(trifluoromethyl)dioxirane 428
Methyl Vinyl Ketone 438
d-2-Naphthylalanine, N,N[1]- [[(2S, 5S)-1-(4-pyridinyl)-2,5-pyrrolidinediyl]dicarbonyl]bis-, 3,3[1] - Dioctyl Ester1 and l-2-Naphthylalanine, N,N[1]-[[(2S,5S)-1-(4-pyridinyl)-2,5-pyrrolidinediyl]dicarbonyl]bis-, 3,3[1]-Dioctyl Ester 449
Nitroethane 451
4-Nitropyridine N-oxide 460
(2S)-N-(2,3,4,5,6-Pentafluorophenyl)-2-pyrrolidinecarboxamide 465
1,5-Pentanediamine, N,N[1]-Bis[(11bR)-3,5-dihydro-3,5-dimethyl-4-oxido-4H-dinaphtho[2,1-d:1[1],2[1]-f ]-[1,3,2]diazaphosphepin-4-yl]-N,N[1]-dimethyl 466
2-Phenyl-6,10b-dihydro-4H,5aH-5-oxa-3,10c-diaza-2-azonia-cyclopenta[c] fluorene tetrafluoroborate; 2-Pentafluorophenyl-6,10b-dihydro-4H, 5aH-5-oxa-3,10c-diaza-2-azoniacyclopenta[c]fluorine tetrafluoroborate; 6,7-Dihydro-2-phenyl-5-(phenylmethyl)-5H-pyrrolo[2,1-c]-1,2,4-triazolium chloride 474
(8α,9R)-(8[1][1]α,9[1][1]R)-1,1[1][1]-[1,3-Phenylenebis(methylene)]bis[9-hydroxy-cinchonanium]Dibromide and (9S)-(9[1][1]S)-1,1[1][1]-[1,3-Phenylenebis(methylene)]bis[9-hydroxy-cinchonanium]Dibromide 486
2-(Phenylmethoxy)acetaldehyde 489
(S)-Proline 494
(2S)-2-Pyrrolidinemethanol-α,α-bis(3,5-dimethylphenyl)and (2R)-2-Pyrrolidinemethanol-α, α-bis(3,5-dimethylphenyl) 517
1-(2-Pyrrolidinylmethyl)pyrrolidine 520
4-(1-Pyrrolidinyl)pyridine 525
5H-Pyrrolo[2,1-c]-1,2,4-triazolium, 7-Fluoro-6,7-dihydro-5-(1-methylethyl)-2-(2,3,4,5,6-pentafluorophenyl)-, (5R,7R)-, Tetrafluoroborate(1-) 528
Quinine 531
3-Quinuclidinol 547
Ruthenium (II), Tris(2,2[1]-bipyrazine-κN1, κN1[1]),1(OC-6-11)- 551
Ruthenium(II), Tris(2,2[1]-bipyridine-κN1,κN1[1])-,(OC-6-11)- 554
Ruthenium(II), Tris(1,10-phenanthroline-κN1,κN10)-,(OC-6-11)- 559
4,4[1]-Spirobi[4H-dinaphth[2,1-c:1[1],2[1]-e]-azepinium],3,3[1],5,5[1]-tetrahydro- 2,6-bis(3,4,5-trifluorophenyl), bromide 561
Spiro[6H-1,3-dioxolo[4,5-c]pyran-6,5[1]-oxazolidine]-3[1]-carboxylic acid, tetrahydro-2,2-dimethyl-2[1],7-dioxo-, 2-methyl-2-propyl ester, (3aR, 5[1]S, 7aR)- 567
Squaramide 571
Tetrachlorosilane 575
2,3,5,6-Tetrahydro-2,6-bis(phenylmethyl)-1H-imidazo[1,2-a] imidazole 582
2,2,6,6-Tetramethylpiperidin-1-oxyl 583
(S)-2-(5-1H-Tetrazolyl)pyrrolidine and (R)-2-(5-1H-Tetrazolyl)pyrrolidine 595
1,2,4-Triazolo[4,3-α]pyridinium, 5,6,7,8-tetrahydro-2-(2,3,4,5,6-pentafluorophenyl)-, Tetrafluoroborate 603
Triflimide 604
N-[4-(Trifluoromethyl)benzyl]-cinchoninium Bromide 612
3-(2,4,6-Trimethylphenyl)-1-methyl-1Hbenzo[d]imidazol-3-ium Iodide 614
(5S)-2,2,3-Trimethyl-5-(phenylmethyl)-4-imidazolidinone 616
1,5,7-Trimethyl-7-(5,6,7,8-tetrahydronaphth[2,3-d ]oxazol-2-yl)-3-azabicyclo-[3.3.1]nonan-2-one 621
2-Triphenylmethylpyrrolidine 624
Tris[(trifluoromethyl)sulfonyl]methane and Related Salts 625
l-Tryptophan, N,N[1]-[[(2S,5S)-1-(4-pyridinyl)-2,5-pyrrolidinediyl]-dicarbonyl]bis-, 3,3[1]-dioctyl Ester 628
Urea, N-[3,5-Bis(trifluoromethyl)phenyl]-N[1]-[(8a,9S)-6[1]-methoxycinchonan-9-yl]-; Urea, N-[3,5-Bis(trifluoromethyl)phenyl]-N[1]-(9R)-cinchonan-9-yl- 633
List of Contributors 639
Reagent Formula Index 655
Erscheint lt. Verlag | 17.10.2016 |
---|---|
Verlagsort | New York |
Sprache | englisch |
Maße | 221 x 285 mm |
Gewicht | 2200 g |
Themenwelt | Naturwissenschaften ► Chemie ► Organische Chemie |
ISBN-10 | 1-119-06100-8 / 1119061008 |
ISBN-13 | 978-1-119-06100-7 / 9781119061007 |
Zustand | Neuware |
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