Details

Handbook of Reagents for Organic Synthesis


Handbook of Reagents for Organic Synthesis

Reagents for Organocatalysis
1. Aufl.

von: Tomislav Rovis

158,99 €

Verlag: Wiley
Format: EPUB
Veröffentl.: 14.09.2016
ISBN/EAN: 9781119061021
Sprache: englisch
Anzahl Seiten: 816

DRM-geschütztes eBook, Sie benötigen z.B. Adobe Digital Editions und eine Adobe ID zum Lesen.

Beschreibungen

Spurred by the desire to make chemistry a sustainable and "greener" technology, the field of organocatalysis has grown to become one of the most important areas in synthetic organic chemistry. Organic catalysts can often replace potentially toxic metal catalysts and allow reactions to proceed under mild reaction conditions, thereby saving energy costs and rendering chemical processes inherently safer. More importantly perhaps, organocatalysis offers a complementary reactivity in many instances leading to increased versatility. This Handbook describes 126 key reagents for organocatalytic reactions and will be especially useful for professionals in the area of sustainable chemistry, medicinal research, as well as synthetic organic chemists working in academia and the pharmaceutical industry.</br> </br> 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.
<p>Preface xi</p> <p>Introduction xiii</p> <p>Catalyst Finder xv</p> <p>Recent Review Articles and Monographs xix</p> <p>Short Note on InChIs and InChIKeys xxi</p> <p>4-Acetamido-2,2,6,6-tetramethyl-1-piperidinyloxyl 1</p> <p>4-Acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium Tetrafluoroborate 2</p> <p>2[1]-Amino-[1,1[1]-binaphthalen]-2-ol 13</p> <p>(9R)-9-Amino-9-deoxyquinidine 16</p> <p>9(S)-Amino-9-deoxyquinine 24</p> <p>(1R,2S)-1-Amino-2,3-dihydro-1H-inden-2-ol 35</p> <p>(2S,4S)-2-(Anilinomethyl)-1-ethyl-4-hydroxypyrrolidine 50</p> <p>(S)-2-(Anilinomethyl)pyrrolidine 51</p> <p>9-Azabicyclo[3.3.1]nonane-N-oxyl 59</p> <p>Benzoyl trimethylsilane 61</p> <p>Benzyl 1,3-Butadiene-1-carbamate 66</p> <p>3-Benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium Chloride 69</p> <p>(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</p> <p>3-Benzyl-4-methyl-1,3-thiazolium Chloride 75</p> <p>cis-4-Benzyloxy-α, α-bis-(3,5-dimethylphenyl)-L-prolinol (2S,4R)- 76</p> <p>N-Benzylquininium Chloride 78</p> <p>3-Benzylthiazolium Bromide 85</p> <p>Benzyltriethylammonium Chloride 86</p> <p>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</p> <p>[1,1[1]-Binaphthalene]-2,2[1]-diol, 3,3[1]-Bis[3,5-bis(trifluoromethyl)phenyl]-, (1R)- 95</p> <p>N,N[1]-(1S)-[1,1[1]-Binaphthalene]-2,2[1]-diy lbis-(2S,2[1]S)-pyrrolidine-2-carboxamide 98</p> <p>(R)-1,1[1]-Bi-2,2[1]-naphthol 101</p> <p>1,1[1]-Binaphthyl-2,2[1]-disulfonic Acid 124</p> <p>1,1[1]-Binaphthyl-2,2[1]-diyl Hydrogen Phosphate 129</p> <p>N,N[1]-Bis[3,5-bis(trifluoromethyl)-phenyl]thiourea 133</p> <p>1-[3,5-Bis(tert-butyl)phenyl]octahydro-3,6,6-trimethylcyclopenta[b]phosphole 137</p> <p>1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene 139</p> <p>1,3-Bis(2,6-diisopropylphenyl)imidazolidinium Chloride 146</p> <p>1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene 149</p> <p>(–)-(4R,5R)-4,5-Bis[hydroxy(diphenyl)-methyl]-2, 2-dimethyl-1,3-dioxolane(TADDOL) 152</p> <p>(2S,5S)-2-(Bis(4-methoxyphenyl)((trimethylsilyl)oxy) methyl)-5-(4-methoxy-3,5-dimethylphenyl)pyrrolidine 161</p> <p>(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</p> <p>1,2-Bis(phenylsulfonyl)ethylene 163</p> <p>3,3[1]-Bis(trifluoromethanesulfonyl)-2,2[1]-dihydroxy-1,1[1]-binaphthalene 172</p> <p>1-[Bis(trifluoromethanesulfonyl)methyl]-2,3,4,5,6-pentafluorobenzene 174</p> <p>3-[[3,5-Bis(trifluoromethyl)phenyl]-amino]-4-[[(1R,2R)-2-(dimethylamino)-cyclohexyl]amino]-3-cyclobutene-1,2-dione 180</p> <p>N-[3,5-Bis(trifluoromethyl)phenyl]-N[1]-(9R)-cinchonan-9-yl-thiourea 183</p> <p>N-[3,5-Bis(trifluoromethyl)phenyl]-N[1]-[(1R,2R)-2-(dimethylamino)cyclohexyl]-thiourea 186</p> <p>1-[3,5-Bis(trifluoromethyl)phenyl]-3-{(2S)-3,3-dimethyl-1-[(triphenylphosphoranylidene)amino] butan-2-yl}thiourea 189</p> <p>2-[Bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilyl) oxy]methyl]pyrrolidine 192</p> <p>(1R)-3,3[1]-Bis(2,4,6-trimethylphenyl)-[1,1[1]-binaphthalene]-2,2[1]-dicarboxylic acid 199</p> <p>Bromamine-T 202</p> <p>Bromonitromethane 205</p> <p>tert-Butyl 2-(tert-butyldimethylsilyl)-2-oxoacetate 210</p> <p>(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</p> <p>Chloramine-T 219</p> <p>Cinchonanium, 1-(9-Anthracenylmethyl)-9-(propen-1-yloxy)-, Bromide(1:1), (8α,9R) 227</p> <p>1,2-Cyclohexanediamine, N1,N2-Bis[4-(1-pyrrolidinyl)-2-quinolinyl]-, (1R,2R)- 235</p> <p>1,4-Diazabicyclo[2.2.2]octane 241</p> <p>1,3-Di-tert-butylimidazol-2-ylidene 247</p> <p>Diethyl 1,4-Dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate 254</p> <p>Diethyl Oxomalonate 261</p> <p>1,3-Dihydro-1,3-bis(tricyclo[3.3.1.13,7]dec-1-yl)-2H-imidazol-2-ylidene 270</p> <p>1,3-Dihydro-4,5-dimethyl-1,3-bis(1-methylethyl)-2H-imidazol-2-ylidene 273</p> <p>4,5-Dihydro-4-phenyl-3H-dinaphtho[2,1-c:1[1],2[1]-e]phosphepin 277</p> <p>2,3-Dihydro-2-phenylimidazo[2,1-b]benzothiazole 280</p> <p>6,7-Dihydro-2-phenyl-5-(phenylmethyl)-5Hpyrrolo[2,1-c]-1,2,4-triazolium Chloride 286</p> <p>(R)-2,2[1]-Dihydroxy-3,3[1]diphenyl-1,1[1]-binaphthyl 301</p> <p>1,3-Dimesityl-4,5-dihydroimidazol-2-ylidene 304</p> <p>1,3-Dimesityl-1H-imidazolium Salts and 1,3-Dimesitylimidazolylidene 306</p> <p>4-Dimethylaminopyridine 309</p> <p>2,2-Dimethyl-1,3-dioxan-5-one 315</p> <p>Dimethyldioxirane 320</p> <p>(11bR)-4-(1,1-Dimethylethyl)-4,5-dihydro-3Hdinaphtho[2,1-c:1[1],2[1]- e]phosphepin 327</p> <p>[4S-(4α,5α)]-1-(1,3-Dimethyl-2-oxido-4,5-diphenyl-1,3,2-diazaphospholidine-2-yl)piperidine 330</p> <p>(1R,2S,4R,5S)-2,5-Dimethyl-7-phenyl-7-phosphabicyclo[2.2.1]heptane 334</p> <p>1,4-Dimethyl-1H-1,2,4-triazol-4-ium Iodide 335</p> <p>(11bR)-Dinaphtho[2,1-d:1[1],2[1]-f][1,3,2]dioxaphosphepin,2,6-Bis[3,5-bis (trifluoromethyl)phenyl]-4-hydroxy-,</p> <p>4-Oxide 339</p> <p>(11bR)-Dinaphtho[2,1-d:1[1],2[1]-f][1,3,2]dioxaphosphepin,4-Hydroxy-2,6-di-2-naphthalenyl-, 4-Oxide 343</p> <p>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</p> <p>5,6-Dioxaspiro[2.4]heptane-4,7-dione 351</p> <p>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</p> <p>α, α-Diphenyl-2-pyrrolidinemethanol 365</p> <p>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</p> <p>N-[(4-Dodecylphenyl)sulfonyl]-2-pyrrolidinecarboxamide(Hua Cat) 373</p> <p>Dodecyl 4-[[[(2S)-2-pyrrolidinylcarbonyl]-amino]sulfonyl]benzoate(Hua Cat II) 376</p> <p>(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</p> <p>N-[(1S)-1-(Hydroxydiphenylmethyl)-3-methylbutyl]-2-pyrrolidinecarboxamide 393</p> <p>trans-4-Hydroxy-l-proline 395</p> <p>(4aR,9aS)-4-Hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one 399</p> <p>1H-Imidazolium, 1,3-Bis[2,6-bis-(1-methylethyl)phenyl],tetrafluoroborate(1-) 400</p> <p>Iron(2+), tris(2,2[1]-bipyridine-N,N[1])-,Dibromide,(OC-6-11) 403</p> <p>β-Isocupreidine (β-ICD) 406</p> <p>1-Mesityl-3,4-dimethyl-4H-1,2,4-triazol-1-ium Tetrafluoroborate 411</p> <p>9-Mesityl-10-methylacridinium Perchlorate 413</p> <p>6[1]-Methoxy-(8S,9R)-cinchonan-9-yl N-tertbutoxycarbonyl-2-pyrrolidinecarboxylate 417</p> <p>1-Methyl-2-azaadamantane N-Oxyl 420</p> <p>(S)-1-Methyl-2-[(dihydroisoindol-2-yl)methyl]pyrrolidine 421</p> <p>2-Methyltetrahydrofuran 422</p> <p>Methyl(trifluoromethyl)dioxirane 428</p> <p>Methyl Vinyl Ketone 438</p> <p>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</p> <p>Nitroethane 451</p> <p>4-Nitropyridine N-oxide 460</p> <p>(2S)-N-(2,3,4,5,6-Pentafluorophenyl)-2-pyrrolidinecarboxamide 465</p> <p>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</p> <p>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</p> <p>(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</p> <p>2-(Phenylmethoxy)acetaldehyde 489</p> <p>(S)-Proline 494</p> <p>(2S)-2-Pyrrolidinemethanol-α,α-bis(3,5-dimethylphenyl)and (2R)-2-Pyrrolidinemethanol-α, α-bis(3,5-dimethylphenyl) 517</p> <p>1-(2-Pyrrolidinylmethyl)pyrrolidine 520</p> <p>4-(1-Pyrrolidinyl)pyridine 525</p> <p>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</p> <p>Quinine 531</p> <p>3-Quinuclidinol 547</p> <p>Ruthenium (II), Tris(2,2[1]-bipyrazine-κN1, κN1[1]),1(OC-6-11)- 551</p> <p>Ruthenium(II), Tris(2,2[1]-bipyridine-κN1,κN1[1])-,(OC-6-11)- 554</p> <p>Ruthenium(II), Tris(1,10-phenanthroline-κN1,κN10)-,(OC-6-11)- 559</p> <p>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</p> <p>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</p> <p>Squaramide 571</p> <p>Tetrachlorosilane 575</p> <p>2,3,5,6-Tetrahydro-2,6-bis(phenylmethyl)-1H-imidazo[1,2-a] imidazole 582</p> <p>2,2,6,6-Tetramethylpiperidin-1-oxyl 583</p> <p>(S)-2-(5-1H-Tetrazolyl)pyrrolidine and (R)-2-(5-1H-Tetrazolyl)pyrrolidine 595</p> <p>1,2,4-Triazolo[4,3-α]pyridinium, 5,6,7,8-tetrahydro-2-(2,3,4,5,6-pentafluorophenyl)-, Tetrafluoroborate 603</p> <p>Triflimide 604</p> <p>N-[4-(Trifluoromethyl)benzyl]-cinchoninium Bromide 612</p> <p>3-(2,4,6-Trimethylphenyl)-1-methyl-1Hbenzo[d]imidazol-3-ium Iodide 614</p> <p>(5S)-2,2,3-Trimethyl-5-(phenylmethyl)-4-imidazolidinone 616</p> <p>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</p> <p>2-Triphenylmethylpyrrolidine 624</p> <p>Tris[(trifluoromethyl)sulfonyl]methane and Related Salts 625</p> <p>l-Tryptophan, N,N[1]-[[(2S,5S)-1-(4-pyridinyl)-2,5-pyrrolidinediyl]-dicarbonyl]bis-, 3,3[1]-dioctyl Ester 628</p> <p>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</p> <p>List of Contributors 639</p> <p>Reagent Formula Index 655</p>
<strong>Tom Rovis</strong> 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 <em>Encyclopedia of Reagents for Organic Synthesis</em>, and Associate Editor for the journal <em>Synlett</em>.

Diese Produkte könnten Sie auch interessieren:

Terpene
Terpene
von: Eberhard Breitmaier
PDF ebook
40,99 €
Reaktionen der organischen Chemie
Reaktionen der organischen Chemie
von: Helmut Krauch, Werner Kunz
PDF ebook
124,99 €
Sieben Moleküle
Sieben Moleküle
von: Jürgen-Hinrich Fuhrhop, Tianyu Wang
PDF ebook
25,99 €