Stereoselective Alkene Synthesis

M. Shindo K. Matsumoto Stereoselective Synthesis of Tetrasubstituted Alkenes via Torquoselectivity-Controlled Olefination of Carbonyl Compounds with Ynolates   W.-Y. Siau Y. Zhang Y. Zhao Stereoselective Synthesis of Z-AlkenesS. Hara.- Stereoselectiv

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A Acetophenones, 10 Horner–Emmons olefination, 7 Acrylonitrile, Z-selective cross metathesis, 46 Acylgermanes, 18 Acyl phosphonates, olefination, Co(TPP), 160 Acylsilanes, 18 Acylstannanes, 18 Africanol, 187 Aldehydes, 197 Fe(II)(TTP), olefination, 151 Mo-based catalytic olefination, 149 MTO-catalyzed olefination, 149 olefination, 6 diazocarbonyl reagents, 161 oxygen-substituted phosphorus ylides, 156 Ph3As, 157 Rh-catalyzed methylenation, 157 Ru-catalyzed olefination, 157 Aldimines, olefination, 28 Alkaloids, 171 Alkene cross metathesis, 178 Alkene metathesis, catalytic enantioselective, 187 catalytic Z-selective, 189 selective, 163 selective relay, 174 Alkenes, 197 synthesis, 239 tetrasubstituted, 1 Z-Alkenes, stereoselective synthesis, 33 Alkenylboronic acid, fluorination, 62 Z-Alkenyl chlorides, 47 Alkenylgermanes, 18 Alkenyl halides, trisubstituted, 209 Z-Alkenyl iodides, 35

Alkenylmetals, 38 Alkenylsilanes, 18 Alkenylstannanes, 18 α-Alkoxycyclopentenone, 25 (E)-β-Alkoxy divinyl ketones, 25 α-Alkoxyketones, 12 Alkyl aryl ketones, 16 Alkylidenephosphoranes, olefination, 208 Alkynes, conjugated dienes, 98 Z-alkenes, 40, 43 hydrofluorination, 60 hydrofunctionalizations, 134 hydrometalation, 43 2-Alkynoate, conjugated dienes, 109 Alkynoates, 108 Alkynyl ketones, 16 Allenamides, 126 Allenoates, 108 one-pot Wittig reaction, 213 Allylation, 54 Allyl ethers, chiral, 258 N-Allylhydrazones, 107 Allylic alcohols, trisubstituted, 207 Allylic carbonates, one-pot Wittig reaction, 213 Allylic gem-difluorides, 67 Allylic substitution, 54 Allylidenetriethylphosphoranes, 205 Allylsulfides, multisubstituted, desulfurization, 16 Amino acid, (Z)-fluoroalkenyl moiety, 83 α-Aminoketones, 14 Amphidinolides, 165 Ando modification, HWE reaction, 223 Anominine, 178 Antiangiogenic triterpene, 9 Archangium gephyra, 174 271

272 Archazolids, 119, 120, 174 2-Arylacylates, 251 Aryl alkyl acetylene, regioselective hydrofluorination, 61 1-Aryl-2-alkyl-1-bromo-2-fluoroethenes, 79 Aryl boronic acids, 260 4-Arylchromenes, 253 Aryl nonaflates, 259 Aryl sulfonates, 257 Asperpentyn, 183 Aspidosperma alkaloids, 187 Azaphosphetane, 227 Aziridines, one-pot Wittig reaction, 214 B Baconipyrone C, 188 Barton–Kellogg olefination, 241 Baylis–Hillman cyclization, 37 Benzaldehyde, olefination, metalloporphyrins, 152 Benzophenones, 10 Benzothiazolyl sulfone, fluorinated, 64 2-Benzylidenecylopropyl-carbinols, 117 Benzylidenetriethylphosphoranes, 205 Betaine, 206, 228 Bis(diphosphinyl)butadienes, 136 Bis(trimethylsilyl)ketene, 3 Bis(o-anisyl)phosphine oxide, 225 Bis(o-alkylphenyl)phosphonoacetates, 223 Bis(trifluoroethyl)phosphonoacetates, 221 Bis(trifluoroethyl)phosphonoesters, 36 Bissilylbutadienes, 95 Bissilyloxyketene acetals, 122 Bistramide A, 178 Blechert’s catalyst, 165 Bongkrekic acid, 6 4-Bromobut-1-en-3-yne, 91 Bromodiene/amide, 133 4-Bromo-1,3-enyne, 91 1-Bromo-1-fluoro-1-alkene, 72 BT-sulfone, 64 γ-Butenolides, 14 tert-Butyl phenyl ketone, 7 γ-Butyrolactams, 15 C C18(plasm)-16:0 (PC), 190 Carbene-copper complexes, N-heterocycle, 161 Carbenes, 139,