Fuhrhop J., Penzlin G. — Organic Synthesis: Concepts, Methods, Starting materials :: Электронная библиотека попечительского совета мехмата МГУ

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Fuhrhop J., Penzlin G. — Organic Synthesis: Concepts, Methods, Starting materials

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Название: Organic Synthesis: Concepts, Methods, Starting materials

Авторы: Fuhrhop J., Penzlin G.

Язык:

Рубрика: Химия/

Статус предметного указателя: Готов указатель с номерами страниц

ed2k: ed2k stats

Издание: second edition, rewise and enlarged

Год издания: 1994

Количество страниц: 432

Добавлена в каталог: 29.10.2005

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Предметный указатель

1-Azetidineacetic acid, 3-amino- $\alpha$ -(4-hydroxyphenyl)-2-oxo-, [3S-[1(S*),3R*]]-      161
1-Aziridinamine, 2-phenyl-      89
1-Butanaminium, N,N,N-tributyl-, fluoride, O-desilylation      157 159 270 272 281 339
1-Butanaminium, N,N,N-tributyl-, iodide, phase-transfer catalyst      157 325
1-Butanol, 3-methyl-1,1-bis(trimethylsilyl)-, Li salt, selective enolization with      10 58
1-Cyclododecenecarbaldehyde      52
1-Cyclopentene-1-carboxaldehydes      81—82
1-Naphthalenamine, N,N-dimethyl-, weak non-nucleophilic base (Huenig base)      11
1-Naphthalenecarboxylic acid, decahydro-, derivatives, synthesis by acid-catalysed cyclization      91
1-Naphthalenecarboxylic acid, terpene from      208
1-Naphthalenemethanamine antimycotics      302—303
1-Naphthalenol, 1,2,3,4,6,7,8,8a-octahydro-8a-methyl-, methanesulfonate, cis-, hydroboration and fragmentation      89—90
1-Octadecanaminium, N,N-dimcthvl-N-octadccyl-, chloride (DODAC), vesicles from      350—351
1-Penten-3-one, prepn.      58 72
1-Penten-3-one, Robinson anellation with      71 72—73
1-Propen-2-ol, acetate (isopropenyl acetate), pr.      174
1-Propen-2-ol, acetate (isopropenyl acetate), transenolization with      58
1-Propene, 2,3-dibromo-, acetonyl $a^{3}$ -synthon      63 209
1-Propene, 2,3-dibromo-, pr.      184
1-Propene, 2-methoxy-, pr.      174
1-Propene, 2-methoxy-, protection of 1,2-diols with      265
1-Propene, 2-methyl- (isobutene), O-protection with      229
1-Propene, 3-bromo- (allyl bromide), 2-carboxyethyl synthon      319—320
1-Propene, 3-bromo- (allyl bromide), allylation with      22 299 319—320 325—326
1-Propene, 3-bromo- (allyl bromide), pr.      179
1-Propene, 3-chloro- (allyl chloride), cyclopropene from      92
1-Propene, 3-chloro- (allyl chloride), pr.      179
1-Propene, 3-chloro-2-methyl- (methallyl chloride), methylenecyclopropane from      75
1-Propene, 3-chloro-2-methyl- (methallyl chloride), pr.      179
1-Pyrrolidinamine, 2-(methoxymethyl)-, (S)- (SAMP), chiral auxiliary      25—26
10-Undecenal, pr.      174
10-Undecenal, synth. of water-soluble porphyrin from      252
10-Undecenoic acid, derivs., pr.      175
10-Undecenoic acid, derivs., pr., hydroformylation      47
10-Undecenoic acid, derivs., pr., reductive dimerization via, $\mathrm{R_{3}B}$       37
11-Oxabicyclo[4.4.1]undecapentaene      124
11-Oxaprostagiandins      273
18-Crown-6 = 1,4,7,10,13,16-hexaoxacyclooctadecane, phase transfer catalyst      355
19-Norpregna-1,3,5(10)-trien-2-yne-3,17-diol, $(17\alpha)$ - (ethynylestradiol)      62—63
1H-1,2,3-Triazoles, 1-alkyl-4,5-dihydro-      153
1H-1,2,4-Triazoles, 1-(arylsulfonyl)-, nucleotide condensation with      218
1H-Benzotriazole, 1-hydroxy- (HBT, HOBT), acylation catalyst      145 231
1H-Cyclopenta[1,3]cyclopropa[1,2]benzene, octahydro-3b-methyl-      90
1H-Cycloprop[e]azulene, decahydro-1,1,7-trimethyl-4-methylene, $(1a\alpha,4a\alpha,7\alpha,7a\beta,7b\alpha)$ - (aromadendrene), synthesis      32 85
1H-Imidazole, 1,1'-carbonothioylbis[-      142
1H-Imidazole, 1,1'-carbonylbis[-, esterifn. with      235—236
1H-Imidazole, silylation cat.      157 159 282 283
1H-Inden-1-one, octahydro-, trans-      48
1H-Indole-3-ethanamine (tryptamine) in alkaloid syntheses      291—293
1H-Indole-3-ethanamine (tryptamine), pr.      290
1H-Purine-2,6,8(3H)-trione, 7,9-dihydro- (uric acid)      306
1H-Purine-2,6-dione, 3,7-dihydro- (xanthine)      306
1H-Purine-2,6-dione, 3,7-dihydro- (xanthine), methyl derivatives, pr.      290
1H-Purine-2,6-dione, 3,7-dihydro-1,3,7-trimethyl- (caffeine), pr.      290
1H-Purine-2,6-dione, 3,7-dihydro-1,3,7-trimethyl- (caffeine), synthesis      306
1H-Pyrroles, 2,3-dihydro- (2-pyrrolmes), synthesis and Robinson anellation      298
1H-Pyrroles, synthesis      149 150—151
1H-Pyrroles, synthesis of porphyrins from      250—255
2'-Deoxynucleoside 5'-triphosphates (= 2'-deoxy- adenosine/-cytidine/-guanosine and thymidine 5'-triphosphates: dATP, dCTP, dGTP, TTP), DNA polymerase reaction      226—227 245—246
2(1H)-Naphthalenone, octahydro-, trans-, selective enolization      12
2(1H)-Naphthalenone, octahydro-7-[(methylsulfonyl)oxy]-, $(4a\alpha,7\alpha,8a\alpha)$ -, cyclization      93
2(1H)-Pcntalenone, 4,5,6,6a-tetrahydro-6-methyl-      63 209
2(3H)-Oxazolones, 4,5-diphenyl-, “Ox”-protected prim, amines (Sheehan oxazolinones)      164
2,2'-Bipyridines, Cu(I) helicates from      345—346
2,2,2-Tribromoethoxycarbonyl (Tbeoc) protected alcohols and amines      157—158 163
2,2,2-Trichloroethoxycarbonyl (Tceoc) protected alcohols and amines      157—158 162—163
2,2,2-Trichloroethyl (Tce) protected phosphates      166—167 216 218
2,3-Butanediol, 1,4-bis(dimethylamino)-, (R,R)- (BDBD), chiral hydride from      107—108
2,3-Butanedione (biacetyl), nucleoside coupling reagent from      219
2,3-Butanedione (biacetyl), pr.      176
2,3-Pentadienedioic acid, $(\pm)$ -, dimethyl ester, diene addition to      85
2,4,6,10-Tridecatetraenoic acid, 7-ethyl-3,11-dimethyl-, (E,E,Z,Z)-, methyl ester, synth.      30
2,4,6,8,10,12-Tetradecahexaenedioic acid, (all-E)-(corticrocin)      40
2,4-Cyclopentadien-1-ones, photolysis      330
2,4-Nonanedione, retro-synthesis      204
2,4-Pentanediol, 2-methyl-, pr.      175
2,4-Pentanediol, 2-methyl-, reaction with nitriles      298
2,4-Pentanedione, carbon acidity      10
2,4-Pentanedione, dianion of      10 204
2,4-Pentanedione, macrocyclic tetraaza ligands from      248—249
2,5-Cyclohexadien-1-ones (cross-conjugated), acid-catalysed or thermal rearr. to phenols      139 287—288
2,5-Cyclohexadien-1-ones (cross-conjugated), synthesis by alkylation of phenolates      93 319—320
2,5-Cyclohexadien-1-ones (cross-conjugated), synthesis by ox. coupling of phenol derivs.      293—294
2,5-Cyclohexadien-1-ones (cross-conjugated), synthesis by oxidation of cyclohexanones      139—140
2,5-Cyclohexadiene-1,4-dione, 2,3,5,6-tetrachloro- (chloranil, p-TCQ)-, dehydrogenation of porphodimethenes      349
2,5-Cyclohexadiene-1,4-dione, 2,5-dibromo-, cyclobutane synthon in cubane synthesis      78
2,5-Cyclohexadiene-1,4-dione, 2-methyl- (toluquinone), pr.      191
2,5-Cyclohexadiene-1,4-dione, 2-methyl- (toluquinone), reduction of      209
2,5-Cyclohexadiene-1,4-diones, diene addn. to      78 85 318
2,5-Cyclohexadiene-1,4-diones, oxn. with      116—118 133 135
2,5-Cyclohexadiene-1,4-diones, pr.      191
2,5-Fruandione, bola amphiphiles from      351
2,5-Fruandione, pr.      182
2,5-Fruandione, reactive dienophile      337
2,5-Heptanedione, 6,6-dimethyl-, retro-synthesis      204—205
2,5-Hexanedione (aceronylacetone), pr.      176
2,5-Hexanedione (aceronylacetone), reductive intramol. coupling      53
2,5-Pyrrolidinedione, 1-bromo- (NBS), bromohydrination with      77 117
2,5-Pyrrolidinedione, 1-bromo- (NBS), degradation of imidazole rings      342
2,5-Pyrrolidinedione, 1-bromo- (NBS), glycosyl fluorides from thioglycosides, $\mathrm{NBS/Et_{2}NSF_{3}}$       269—270
2,5-Pyrrolidinedione, 1-bromo- (NBS), ox. cleavage of organylzirconium      132 325
2,5-Pyrrolidinedione, 1-chloro- (NCS), $\alpha$ -chlorinated ketones      317
2,5-Pyrrolidinedione, 1-chloro- (NCS), chlorohydrination with      117
2,5-Pyrrolidinedione, 1-chloro- (NCS), haloalkanes from alcohols      169 282
2,5-Pyrrolidinedione, 1-chloro- (NCS), oxidation of thioethers to sulfones      216—217
2,5-Pyrrolidinedione, 1-chloro- (NCS), oxidative cleavage of organylzirconium      132
2,5-Pyrrolidinedione, 1-iodo- (NIS), iodoetherification with      326
2,6,10-Dodecatrienoic acid, 7,11-dimethyl-, (E,E)- and (E,Z)-, acid catd. cyclizn. of      91
2,6-Nonadien-1-ol, 3-ethyl-7-methyl-, (E,Z)-, synthesis      20
2,6-Nonadienal, 3-ethyl-7-methyl-, (E,Z)-, juvenile hormone synthesis from      30
2,6-Octadien-1-ol, 3,7-dimethyl-, (E)- (geraniol), pr.      182
2,6-Octadien-1-ol, 3,7-dimethyl-, (E)- (geraniol), selective oxidation      133
2,6-Octadiene, 1-bromo-3,7-dimethyl-, (E)-      24
2,6-Pyridinediamine, synthesis      306
2,7(1H,3H)-Naphthalenedione, hexahydro-, cis-, prepn. of twistanones by cyclization of      93
2-Alkynoic acids, synth. and conversions      64
2-Azabicyclo[2.2.2]octane derivs.      86 153 212 291 297
2-Azetidinones      see “ $\beta$ -Lactams”
2-Butanol, 2-methyl-, K salt ( $\mathrm{KOAm^{t}}$ )      60
2-Butenal (crotonaldehyde), $\beta$ -alkylation      22
2-Butenal (crotonaldehyde), 3-methyl-, 1-alkylation      44—45
2-Butenal (crotonaldehyde), 4-(acetyloxy)-2-methyl-, (E)-, retinol synthon      31
2-Butenal (crotonaldehyde), pr.      174
2-Butene, 1-bromo-3-methyl-, N-alkylation with      309
2-Butene, 1-bromo-3-methyl-, umpolung with Ni or Zn      44—45
2-Butenedioic acids, derivs., oxidative cleavage      202
2-Butenedioic acids, derivs., pr.      182
2-Butenoic acid, 4-(dimethoxyphosphinyl)-3-methyl-, (E)-, methyl ester      30
2-Butynedioic acid, derivs., Diels — Alder addition to      194 334
2-Butynedioic acid, derivs., double Diels — Alder addition to      209—210
2-Butynedioic acid, derivs., pincer Diels — Alder addition to      335—336
2-Butynedioic acid, derivs., pr.      182
2-Carene, (+)-(1S)-, allylbis(2-isocaranyl)boranes from      67—68
2-Carene, (+)-(1S)-, pr.      192
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (+)-(S)- (carvone), chiral mono-epoxide educt      282
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (+)-(S)- (carvone), pr.      191
2-Cyclohexen-1-one, enantioselective 3-alkylation with chiral alkylcuprates      20—21
2-Cyclohfixen-1-ol, regio- and stereoselective hydrobo rations      131
2-Cyclopenten-1-ol, 1,3-dimethyl-2-(7-methyl-3,7-tridecadien-11-ynyl), (E,E)-      91—92 279—280
2-Cyclopenten-1-one, 3-methyl-2-(2-pentenyl)-, (Z)- (jasmone), synthesis      29
2-Cyclopenten-1-ones, syntheses by cyclizations, from 1,4-dioxo compounds      69 79
2-Cyclopenten-1-ones, syntheses by cyclizations, from 5-nitro-1,3-diones      81
2-En-1-ones      see “Ketones
2-Heptanone, enolization of      11
2-Hexulosides by “redox glycosylation”      272
2-Ketosides by “redox glycosidation”      272
2-Octanol, (S)-, 4-methylbetaenesulfonate, stereoselective acylation      46—47
2-Oxazolidinones, chiral auxiliaries      61
2-Pentenal, 2-methyl-, aldol type addition of      322
2-Pentenal, 2-methyl-, pr.      174

2-Pentenoic acid, 4-methyi-, methyl ester, (E)-, synthesis      30
2-Pipecolinic acid, (S)-      324 326—327
2-Piperidincarboxylic acid, (S)-, in FK      506
2-Piperidincarboxylic acid, (S)-, synthesis      324 326—327
2-Propanamine, N-(1-methylethyl)- (diisopropylamine, $\mathrm{Pr_{2}^{i}NH}$ ), lithium salt (Li diisopropylamide, $\mathrm{LiNPr^{i}_{2}}$ , LDA), deprotonation of acidic CH groups of 1-alkynes      64
2-Propanamine, N-(1-methylethyl)- (diisopropylamine, $\mathrm{Pr_{2}^{i}NH}$ ), lithium salt (Li diisopropylamide, $\mathrm{LiNPr^{i}_{2}}$ , LDA), deprotonation of acidic CH groups of aldehydes      121—122
2-Propanamine, N-(1-methylethyl)- (diisopropylamine, $\mathrm{Pr_{2}^{i}NH}$ ), lithium salt (Li diisopropylamide, $\mathrm{LiNPr^{i}_{2}}$ , LDA), deprotonation of acidic CH groups of alkylphosphonic diesters      30
2-Propanamine, N-(1-methylethyl)- (diisopropylamine, $\mathrm{Pr_{2}^{i}NH}$ ), lithium salt (Li diisopropylamide, $\mathrm{LiNPr^{i}_{2}}$ , LDA), deprotonation of acidic CH groups of carboximidic esters      13 22—23 63—64
2-Propanamine, N-(1-methylethyl)- (diisopropylamine, $\mathrm{Pr_{2}^{i}NH}$ ), lithium salt (Li diisopropylamide, $\mathrm{LiNPr^{i}_{2}}$ , LDA), deprotonation of acidic CH groups of carboxylic esters, lactones      22 27 122 139 299 320—322 326 328 329 347
2-Propanamine, N-(1-methylethyl)- (diisopropylamine, $\mathrm{Pr_{2}^{i}NH}$ ), lithium salt (Li diisopropylamide, $\mathrm{LiNPr^{i}_{2}}$ , LDA), deprotonation of acidic CH groups of hydrazones      12 26
2-Propanamine, N-(1-methylethyl)- (diisopropylamine, $\mathrm{Pr_{2}^{i}NH}$ ), lithium salt (Li diisopropylamide, $\mathrm{LiNPr^{i}_{2}}$ , LDA), deprotonation of acidic CH groups of imines      12 56—57
2-Propanamine, N-(1-methylethyl)- (diisopropylamine, $\mathrm{Pr_{2}^{i}NH}$ ), lithium salt (Li diisopropylamide, $\mathrm{LiNPr^{i}_{2}}$ , LDA), deprotonation of acidic CH groups of ketones      10—13 58 62 63 122 139
2-Propanamine, N-(1-methylethyl)- (diisopropylamine, $\mathrm{Pr_{2}^{i}NH}$ ), lithium salt (Li diisopropylamide, $\mathrm{LiNPr^{i}_{2}}$ , LDA), deprotonation of acidic CH groups of thioesters      323
2-Propanamine, N-ethyl-N-(methylethyl)- (ethyldiisopropylamine, $\mathrm{EtNPr_{2}^{i}}$ ), buffer in peptide synth.      241
2-Propanamine, N-ethyl-N-(methylethyl)- (ethyldiisopropylamine, $\mathrm{EtNPr_{2}^{i}}$ ), enolization with      12—13 48 60—62
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), $\beta$ -eliminations with, of halides      124
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), $\beta$ -eliminations with, sulfonium salts      338
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), deprotonation with, of a-(methylsulfinyl) ketones      65
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), deprotonation with, of alcohols      89 272
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), deprotonation with, of alkylphosphonic diesters      267 325
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), deprotonation with, of allylic CH groups      75
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), deprotonation with, of carbonyl compounds      10 14 25 74 81 82 121 291 318
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), deprotonation with, of carboxylic esters      55 59
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), deprotonation with, of haloalkanes      75
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), deprotonation with, of hydrazones      109
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), deprotonation with, of isocyanomethyl sulfones      49
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), deprotonation with, of nitroalkanes      66
2-Propanol, 2-methyl-, ion(1-) (tert-butanolate), deprotonation with, of phenols      93
2-Propanone (acetone), carbon acidity      10
2-Propanone (acetone), protection of diols as “acetonides”      158 266—267 276—277 321 322
2-Propanone (acetone), reaction with pyrrole      250—251
2-Propen-1-amine (allylamine), 2-formylethyl $d^{3}$ -synthon      19
2-Propen-1-amine (allylamine), pr.      177
2-Propen-1-ol, 2-[(trimethylsilyl)methyl]-, acetate, trimethylenemethane synthon from      84
2-Propenal (acrolein, acrylaldehyde), 1-alkynylation      303
2-Propenal (acrolein, acrylaldehyde), 2-formylethyl $a^{3}$ -synthon      19
2-Propenal (acrolein, acrylaldehyde), 2-methyl- (methacrolein), aldol type addition      321
2-Propenal (acrolein, acrylaldehyde), 2-methyl- (methacrolein), pr.      174
2-Propenal (acrolein, acrylaldehyde), dienophile      85
2-Propenal (acrolein, acrylaldehyde), pr.      174
2-Propene-1-thiol (allyl mercaptan), dianion of ( $d^{3}$ -synthon)      14 19
2-Propene-1-thiol (allyl mercaptan), pr.      181
2-Propenenitrile (acrylonitrile), $a^{3}$ -synthon      19 26
2-Propenenitrile (acrylonitrile), 2-chloro-, dienophilic ketene synthon      85 210
2-Propenenitrile (acrylonitrile), 2-chloro-, pr.      184
2-Propenenitrile (acrylonitrile), pr.      174
2-Propenoic acid (acrylic acid), esters, $a^{3}$ -synthons      19 66 207 304
2-Propenoic acid (acrylic acid), esters, diene additions to      86 92 331
2-Propenoic acid (acrylic acid), esters, pr.      174
2-Propynoic acid (propiolic acid), $d^{3}$ -synthon      14 64
2-Propynoic acid (propiolic acid), pr.      174
2-Propynoic acid (propiolic acid), “ene” reaction with      282
2-Pyrrolidinecarboxylic acid, (S)- (L-proline), chiral auxiliaries from      20—21 26
2-Pyrrolidinethiones, 2-olefination      59—60 261
21H,23H-Porphine, 2,3,7,8,12-13,17,18-octaethyl- (OEP)      252
21H,23H-Porphine, 5,10,15,20-tetraphenyl- (TPP)      252
21H,23H-Porphine-5-carboxaldehyde, 2,3,7,8,12,13,17,18-octaethyl-, Knoevenagel condensation with      56
2H-1,2,3-Triazoles, 2-alkyl-, synth.      151—152
2H-Indene-2,2-dicarboxylic acid, 1,3,3a,4,7,7a-hexahydro-, trans-      24
2H-Isoindole-2-carboxylic acid, 1,3-dihydro-1,3-dioxo-, ethyl ester, protecting agent      163
2H-Pyran, 3,4-dihydro- (DHP), pr.      176
2H-Pyran, 3,4-dihydro- (DHP), protection with      82 157 159—160 216 273
2H-Pyran-2-one      see “Lactones”
2H-Pyran-2-one, 6-(1-alkenyl)tetrahydro-, Ireland — Claisen rearr.      87 324—325
2H-Pyran-2-one, diene addn. of      92 331
2H-Pyran-2-one, synthesis      331
2H-Pyran-5-carboxylic acid, 2-oxo- (coumalic acid), decarboxylation      331
2H-Pyrroles, 3,4-dihydro- (1-pyrrolines)      153 298—299
3,5,9-Undecatrien-2-one, 6,10-dimethyl-, (E,E)- ( $\psi$ -ionone), acid catalysed cyclization      91
3,5-Cyclohexadiene-1,2-dione, 3,4,5,6-tetrachloro- (o-chloranil, o-TCQ), oxidation of allylic alcohols      133
3,5-Pyrazolidinedione drugs      305
3-Buten-2-one (methyl vinyl ketone), 3-(trimethylsilyl)- and 3-(triethylsilyl)-      73
3-Buten-2-one (methyl vinyl ketone), 4-(2,6,6-trimethyl-1(or 2)-cyclohexen-1-yl)-, (E)- ( $\beta$ -ionone or $\alpha$ -ionone), pr.      191
3-Buten-2-one (methyl vinyl ketone), 4-(2,6,6-trimethyl-1(or 2)-cyclohexen-1-yl)-, (E)- ( $\beta$ -ionone or $\alpha$ -ionone), synthesis      90—91
3-Buten-2-one (methyl vinyl ketone), 4-methoxy-, pr.      176
3-Buten-2-one (methyl vinyl ketone), 4-methoxy-, silyl enolate as reactive diene      209—210
3-Buten-2-one (methyl vinyl ketone), cyclopropanated silyl enolate, rearrs      77
3-Buten-2-one (methyl vinyl ketone), diene addition to      212 297
3-Buten-2-one (methyl vinyl ketone), Michael addition to      205
3-Buten-2-one (methyl vinyl ketone), pr.      174
3-Buten-2-one (methyl vinyl ketone), Robinson anellation with      72—73 211—212 298
3-Butenoic acid, 4-acylation via boranes      48
3-Butenoic acid, pr.      175
3-Carene, (+)-(1S)-, allylbis(4-isocaranyl)boranes from      67—68
3-Carene, (+)-(1S)-, pr-      192
3-Cyclobutene-1,2-dione, 3,4-dichloro-      339
3-Cyclobutene-1,2-dione, 3,4-dihydroxy- (squaric acid)      78
3-Cyclohexene-1-carboxylic acid esters, ibogamine alkaloid synthesis from      291
3-Cyclohexene-1-carboxylic acid esters, synthesis from $\delta$ -(1-alkenyl)- $\delta$ -lactones      87
3-Hexene-1,5-diyne, ox. cyclotetramerizn      155
3-Isochromanone, 1,4-dihydro-      80
3H-2-Benzopyran-3-one, 1,4-dihydro-      80
4,10,16,22,27,32-Hexaoxa-1,7,13,19-tetraazatricyclo[ $11.11.5.5^{7,19}$ ]tetratriacontane      247
4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosanc      247
4-Cyclodecen-1-one, (E)- and (Z)-      89
4-Cyclohexene-1,2-dimethanol, trans-, indene derivs. from      23—24
4-Hexen-1-one, 1-phenyl-, anion(2-), $d^{5}$ -synthon      15
4-Hexen-1-yn-3-one, 1-methoxy, spiroanellation with      74
4-Penten-1-one, 1-phenyl-, dianion, $d^{5}$ -synthon      15
4-Pyridinamine, N,N-dimethyl- (DMAP), acylation catalyst      144 157—158 223 277
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 7-oxo-, (2S-cis)- (penicillanic acid), derivs.      32 311—312 314—315
4a,7-Methano-4aH-benzocycIoheptcn-2(5H)-one, 6,7,8,9-tetrahydro-      93
4a,8a-Epoxynaphthalen-1(2H)-one, hexahydro-, fragmentation      89
4H-1,3-Oxazines, 2-alkyl-5,6-dihydro-, carboxymethyl d-synthons      19
4H-1,3-Oxazines, 2-alkyl-5,6-dihydro-, formylmethyl d-synthons      18 63—64 197—198 298
5(4H)-Oxazolones (azlactones), preparation and 4-alkylation      48
5(4H)-Oxazolones (azlactones), racemization of peptides via      231
5(4H)-Thiazolone, 2-phenyl-, tetracycline synth. with      318
5-Cyclodecyn-1-one      89
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, (6R)-, derivs.      312—315
6,10-Dodecadienoic acid, 7,11-dimethyl-3-oxo, (E)-, methyl ester, synth.      24
6,8,10,14-Eicosatetraenoic acid, 5,12-dihydroxy-, (5S,6Z,8E,10E,12R,14Z)- (Leukotriene $\mathrm{B_{4}}$ ), synthesis      125—126
6-APA = $6\beta$ -aminopenicillanic acid      311—312
7,10-Heptadecadiene, 1-chloro-, (Z,Z)-      100
7-ACA      312—313
7-Octadecene, 2-methyl-, (E)+(Z)-, synth.      34
9,10-Secosteroids (calciferols and tachysterols)      31—32 34 281—283 289
9,10-[1',2']Benzenoanthracene, 9,10-dihydro- (triptycene)      93
9-BBN = 9-borabicyclo[3.3.1]nonane      47—48 131
9-Borabicyclo[3.3.1]nonane (9-BBN)      47—48 131
9-Hexadecynoic acid, 16-hydroxy-, synth.      36
9-Octadecenoic acid, (E)-, synth.      100
9-Octadecenoic acid, (Z)-, cyclopropanation      75
9-Octadecenoic acid, (Z)-, pr.      175
9-Octadecenoic acid, (Z)-, synthesis      100
9-Octadecynoic acid, redn. of      100
9H-Fluoren-9-one, photosensitizer      282
9H-Xanthene, 9-chloro-9-phenyl-, pixyl O-protection with      341—324
A-Norpregn-3(5)-en-20-one, 3-methyl-, synthesis      91—92 279—280
abbreviations      XIII—XV
Acceptor synthons      1—4 15—17
Acceptor synthons, $a^{0}$       1—2
Acceptor synthons, $a^{0}$ , oxygen      121—122
Acceptor synthons, $a^{0}$ , sulfur      79 156 261
Acceptor synthons, $a^{1}$       15—16 18 “Formylation”)
Acceptor synthons, $a^{1}$ , umpolung      17
Acceptor synthons, $a^{2}$       15—19 59—60 63—65
Acceptor synthons, $a^{3}$       16 18—19 65—66 71—74
Acceptor synthons, $a^{4}$       17—19 69—70 76—77
Acceptor synthons, $a^{5}$       17
Acceptor synthons, $a^{6}$       16—17
Acceptor synthons, alkyl      15—16 19—27
Acceptor synthons, angle of incidence to      315—316
Acetaldehyde, 2-(triphenylphosphoranylidene)-, $\mathrm{C_{2}}$ -homologization of sugars with      264—265
Acetaldehyde, 2-(triphenylphosphoranylidene)-, pr.      188
Acetaldehyde, 2-bromo-, acetals, $a^{2}$ -synthon      18
Acetaldehyde, 2-bromo-, acetals, pr.      179
Acetaldehyde, directed aldol addn. with      56—57
Acetamide, N-bromo- (AcNHBr, NBA), bromohydrination with      275—276 287
Acetaminophen (= paracetamol)      301

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