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Taticchi A., Frinquelli F. — The Diels-Alder Reaction: Selected Practical Methods
Taticchi A., Frinquelli F. — The Diels-Alder Reaction: Selected Practical Methods

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Название: The Diels-Alder Reaction: Selected Practical Methods

Авторы: Taticchi A., Frinquelli F.

Аннотация:

The Diels-Alder reaction mechanism was first reported in 1928 and in the last 70 years has become one of the most commonly used and studied methodologies in organic chemistry. The reaction, which involves the addition of a diene to an alkene to form a six-membered ring, is particularly important in the synthesis of compounds of practical interest such as drugs, dyes, polymers, fragrances, agrochemicals and fine chemicals. The experimental procedure is very simple with generally good yields and minor side reactions. The use of organic solvents is not always necessary - an important factor when considering greener synthetic options. This book focuses on practice, describing procedures and techniques and as well as reporting on industrial applications. Graphical illustration presents the concepts in a clear and concise format, covering procedures and techniques employed to realize selective and clean syntheses based on the Diels-Alder methodology.


Язык: en

Рубрика: Химия/

Статус предметного указателя: Готов указатель с номерами страниц

ed2k: ed2k stats

Год издания: 2002

Количество страниц: 356

Добавлена в каталог: 29.03.2009

Операции: Положить на полку | Скопировать ссылку для форума | Скопировать ID
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Предметный указатель
$1,1\prime$-binaphthalene      64
$\alpha$-amino acids      107
$\alpha$-benzyloxyacetaldehyde      123
$\alpha$-trifluoromethyl styrene      51 223
$\alpha,\alpha\prime$-dioxothiones      68
$\beta$-cadinene      102
$\pi$-face-selectivity      40 224
$\pi-\pi$ donor-acceptor interactions      121 185
$\sigma$ bonds      5 15 18 23
(+)-erysotrine      244
(+/-)-criptopleurine      291
(+/-)-epilupinine      291
(+/-)-julandine      291
(+/-)-lupinine      291
(+/-)-occidentalol      17
(+/-)-turmerone      17
(2R)-N-(phenylglyoxyloyl)bornane-10,2-sultam      238
(E)-1,3-dimethylbutadiene      258
(E)-1-acetoxybutadiene      208
(E)-1-carboalkoybutadienes      208
(E)-1-phenyl-1,3-butadienes      213
(E)-1-phenylsulfonyl-3-alken-2-ones      133
(E)-2,4-pentadienyl ammonium chloride      289
(E)-2-thiophenylbutadiene      90
(E)-4-oxobutenoate      124
(E)-piperylene      101 104 106 107 209 212
(E,E)-1,4-dimethylbutadiene      107
(R)-O-acryloylpantolactone      146
(S)-prolinol      133
(S)-tyrosine      133
(S,S)-diazaaluminolidine      116
1,1,1 -trifluoroethanol      255
1,1-dicyanoethylenes      213
1,2-bis(triphenylphosphino)ethane      126
1,2-difluoro-1 -chlorovinylphenylsulfone      196
1,2-oxazines      257
1,3,3-trimethyl-2-vinylcyclohexene      244
1,3,5-thiadiazines      67
1,3-Butadiene      33 100 102 148 229 287
1,3-butadiene, cycloalkenones and      23
1,3-butadiene, ethene and      5 12 29
1,3-butadiene, methylsubstituted      185 252 261
1,3-Claisen rearrangements      295
1,3-cyclohexadiene      9 88 128 223 253 287
1,3-dimethyl-1,3-butadiene      262
1,4-benzodioxanes      83
1,4-benzoquinone      34 56 80 144 206
1,4-benzoquinone, 1,3-butadiene and      29
1,4-benzoquinone, 2-vinylthiophene and      58
1,4-benzoquinone, anthracene and      99 157
1,4-benzoquinone, cyclopentadiene and      287
1,4-benzoquinone, isoprene and      189
1,4-benzoquinone, phenanthrene-1, 4-diones and      50
1,4-cyclopentadien-1-ol      226
1,4-epoxycadinane      112
1,4-naphthoquinone      161 180 195 224
1,4-phenanthrenequinones      239
1-(-trimethylsiloxy)-1,3-butadiene      154
1-(2H)-anthracenone      219
1-acylnaphthalenes      197
1-benzenesulfonyl-2-trimethylsilylacetylene      37
1-dimethylamino-3-methyl-1-azadiene      156
1-dimethylamino-4-methyl-1-azadiene      155
1-ethoxy-2-carbomethoxyacetylene      37
1-hydroxyvitamin D3      235
1-methoxy-1,3-butadiene      104 214 238 245
1-methoxy-3-trialkylsilyloxy-1,3-butadienes      215
1-methoxybutadiene      208 214 215
1-methyl-2-(1H)-pyridones      245
1-oxadecalones      90
1-oxa[4.4.4]propella-5,7-diene      224
1-phenyl-4-vinylpyrazole      58
1-phenyl-5-vinylpyrazole      58
1-thiabuta-1,3-diene      133
1-trifluoro-3,4-dihydronaphthalene      223
1-vinylpyrene      52
11-deoxyanthracyclines      207
12-deoxyphorbol acetate      233
18-crown-6 ether      47
2,2-dimethoxyethylacrylate      128
2,3-bis(bromomethyl)benzo[b]thiophene      46
2,3-bis(chloromethyl)thiophene      46
2,3-di-n-propylbutadiene      36
2,3-dimethyl-1,3-butadiene      101 160 212 213 223 253 254t
2,3-dimethyl-5-oxocyclopent-1-ene-1-carboxylate      210
2,3-dimethylbutadiene      72 107 108 115 177 273
2,3-dimethylene-2,3-dihydrothiophene      43
2,5-dimethoxythiophene      230
2,5-dimethylbenzoquinone      275
2,6-di-tert-butylpyridine      120
2,6-lutidine      74 123
2-acetoxypyran-2-one      235
2-acyloxyacroleins      86
2-aminofurans      272
2-aminomethylbutadienes      32
2-bromo-2-cycloalkenones      130
2-carboxyethylnorbornadiene      20t
2-chloro-tropone      226
2-cyclohexen-1-one      211 224
2-cyclopentenone      210 224 226
2-glycosylamino pyridines      17
2-hydroxytropone      226
2-methoxy-1,3-butadiene      116 117
2-methoxy-3-thiophenylbutadiene      12
2-methoxy-4-isopropyl-tropone      226
2-methoxy-6-isopropyl-tropone      226
2-methoxytropone      226
2-methyl furan      73
2-methyl-1,3-pentadiene      158
2-methyl-1,4-benzoquinone      164
2-methylbenzaldehyde      166 196
2-oxopropyl acrylate      6 128
2-piperidinobutadienes      106
2-Propanol      282
2-propen-1-ones      177
2-pyrone      41 234 235 236 239
2-siloxybutadiene      107
2-trimethylsilyloxy-1,3-butadiene      211
2H-pyran-2-ones      161 195
3,4-dihydro-2H-pyrans      242
3,4-dihydrovinylnaphthalenes      53 221
3,5-di-tert-butyl-o-benzoquinone      83
3-(trimethylsilyl)propynoates      88
3-acryloyl-1,3-oxazolidin-2-one      116
3-bromo-2-pyrone      41
3-bromo-indan-1-ones      56
3-carbomethoxy-2-pyrone      126
3-deoxy-D-manno-2-octulosonic acid      258
3-hydroxy-2-pyrone      190 191t 278 293
3-hydroxytanshinone      195
3-methallylcyclohexenone      90
3-methyl-furfuryl alcohol      182
3-vinylphenanthrene      52
4,4-diethoxybut-2-ynal      40
4-acetoxy-2-cyclopenten-1-one      104 105 220 221 223
4-benzothiopyranone      106
4-carbethoxy-trans-1,3-butadiene-1-carbamate      184
4-cyclopentene-1,3-dione      164
4-dihydropyranones      122 123
4-epi-pinguisone      211
4-isopropyl-2-cyclohexenone      102
4-methyl-1,2,3-triazine      126
4-methyl-6-phenyl-5,6-dihydro-2H-pyran      6
4-phenyl-1,2,4-triazoline-3,5-dione      287
4-phenyl-4-trifluoromethyl-2-cyclohexen-1-one      51 223
4-pyranones      122
5,6-dehydro-4H-1,3-thiazine      131
5-alkylidene-1,3-dioxane-4,6-dione      166 196
5-benzyloxymethylcyclopentadiene      112 116
5-fluoronaphthoquinone      34
5-hydroxynaphthoquinone      155 164
5-iminopyrazoles      159
6-methoxy-2,4-dihydro-1-vinylnaphthalene      53
7-oxabicyclo[2.2.1]heptadiene      227
7-oxabicyclo[2.2.1]heptene      40
9,10-dihydrofulvalene      80
9-methylanthracene      168
Acetals      70 71 187 189 192
Acetoxymaleic anhydride      38
Acetyl chloride      165
acetylene      see “Ethyne”
Acrolein      24 115 144 266
Acrylates      145 266 267 278
Acrylonitrile      44 170 228 252 279
Acyl-1,3-oxazolidin-2-ones      118
Aklavinone      207
Alder’s rule      14
Aldol condensation      268
Alkaloids      9 60 62
Alkaloids, cinchona      190 191t
Alkaloids, pyrrolophenanthridine      272 294
Alkenes, exocyclic      90
Alkylcyclohexenones      5
Alkynes      32
Alumina      115 133 143 146 147 161 162 194 195
Aluminum trichloride      5 23 99 104
Aluminum trisphenoxide      138
anthracene      99 157 168 193 287
Anthracene-9-carbinol      252 253 254t
Anthrone      7 8
Arylethenes      219 223
Arynes      70 87
Arysugacin      88
Asymmetric Diels — Alder reactions      83 112 117 132 240 244 266
Asymmetric Diels — Alder reactions, catalyzed      137 145 146 186t 296
Asymmetric Diels — Alder reactions, enantioselection      117
Asymmetric Diels — Alder reactions, heterocyles and      73
Asymmetric Diels — Alder reactions, tetrahydrocarbazoles and      64
Aza-Diels — Alder reactions      132 137 187 262 271 290 293
Azacyclophane CP66      173
Azadienes      66 67 154 264
Azadirachtin      75
Azanaphthoquinones      155
Azulene quinones      229 238
Benzaldehyde      6 167 185
Benzanilides      211
Benzo[c]furans (isobenzofurans)      41
Benzyl isocyanide      149
Benzyl vinyl ether      146 235
Benzylamine      149 261
Benzyne      55 56
Bicyclospirolactone      209
Bis(oxazoline)      132
Bis-o-quinodimethanes      47
Bis-silanes, allylic      122
Bisdialine      64
Bismuth (III) chloride      136
Bismuth (III) triflate      294
Bisphenylendiol      199
Boron halides      36 114
Boron trifluoride      99 106
Bovine serum albumin (BSA)      180
Bromo furylethers      8
Bromoacrolein      133
Bromoindanone      53
Buckminsterfullerene (C60)      45 228
Butadiene      32 118 257
C-2 vinyl glicals      49
Camphor      73
Camphorsulfonic acid (CSA)      224 270 271
Carbazoles      59 60 62 63
Carbodienophiles, cycloadditions with      208—213
Carbodiimides      9
Carbon Diels — Alder reactions      29—66 79 100—121
Catalysis      126 144 172 185—190 281 284
Catalysis, antibody      183—185 261—267
Catalysis, micellar      176—179 198
Catalysis, proteins and enzyme      180—183
Catalysts      114—122 126 128 223 279
Catechols      182
Cetyltrimethylammonium bromide      176 177 178 179 282
Chaparrinone      255 256
Chlorothricolide      1 78 211
Cis-1,2,6-trimethylpiperidine      120
Cis-1-phenyl-1-cyclohexene      25
Cis-3-neopentoxyisobornyl acrylate      145
Citraconic anhydride      231 274
Clays      143 144 195
Cobalt catalysts      126 128
Compactin      76 123
Condensation reactions      34 251 268
Cope elimination      63
Copper didodecyl sulfate      177
Corey lactone      112
Crotonaldehyde      115
Cycloadditions      24 99 100—106 205 268
Cycloalkenones      23 91 109
Cycloalkenones, $\alpha,\beta$-unsaturated      209 271
Cycloalkenones, cycloadditions of      100—106
Cyclodextrins      170
Cyclohex-1-ene-1,6-dicarbaldehydes      40
Cyclohexadiene      37—40 144 148 164 223—225
Cyclohexanones      30
Cyclohexene      29 119 276
Cyclohexenediols      36
Cyclooct-2-en-1-ones      102
Cyclopentadiene      37—40 146 l49t 154 169 189 262 292
Cyclopentadiene, 2-propen-1-ones and      177
Cyclopentadiene, aldehydes and      71 108 118 121 135
Cyclopentadiene, catalysts and      109 148
Cyclopentadiene, citraconic anhydride and      274
Cyclopentadiene, diethyl fumarate and      173 285
Cyclopentadiene, dimethyl maleate and      279
Cyclopentadiene, ethyl acrylate and      170
Cyclopentadiene, glyoxylic acid and      185 265
Cyclopentadiene, maleic anhydride and      14 164
Cyclopentadiene, methacrolein and      147
Cyclopentadiene, methyl acrylate and      117 147 178 255 280 282 283t 286
Cyclopentadiene, methyl vinyl ketone and      144 156 170 252
Cyclopentadiene, methylbenzoquinone and      269
Cyclopentadiene, N-alkyl maleimides and      253
Cyclopentadiene, N-benzyl-N-methallyl acrylamide and      191
Cyclopentadiene, nonyl acrylate and      179
Cyclopentadiene, p-benzoquinone and      287
Cyclopentadiene, phenyl vinyl sulfide and      10
Cyclopentadiene, quinones and      176
Cyclopentadiene, reactions in supercritical $CO_{2}$      288
Cyclopentadiene, unsaturated esters and      194
Cyclopentadienone      105 220 223 276
Cycloreversion      41 269
D-Glucose      7 37
D-glyceraldehyde      292
D-threoninals      245
Danishefsky’s diene      51 123 167 187 210 223 264 293
Decalines      76 196
Dehydro aspidospermidine      40
Deltacyclenes      127
Dess — Martin periodinane reagent      74
Diastereofacial selectivity      101 102 104
Diastereoisomers      207
Dibenzofurans      59
Dibenzothiophenes      59
Dibromo-o-quinodimethane      218
Dichloroisopropoxytitanium (IV)      119
Dichloromethane      109 113 149 157 168 189 192 230 267
Dicyanoacetylene      229
Didehydrohomoiceane      128
Diels — Alder reactions in aqueous medium      251—267
Diels — Alder reactions in molecular cavities      170—173
Diels — Alder reactions in non-aqueous polar systems      268—281
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