List of Abbreviations

acac:
Acetylacetone
AcBr:
Acetyl bromide
AcCl:
Acetyl chloride
AcOEt:
Ethyl acetate
AcONa:
Sodium acetate
AD-mix-β:
Sharpless dihydroxylation reagent
AIBN:
Azobisisobutyronitrile
BAIB:
Bis(acetoxyiodo)benzene
9-BBN:
9-Borabicyclo[3.3.1]nonane
BHT:
2,6-di-tert-Butyl-4-methylphenol
BINOL:
1,1’-bis-2-Naphthol
Bmim:
1-Butyl-3-methylimidazolium
Bn:
Benzyl
Bn-Br:
Benzyl bromide
Bn-OH:
Benzyl alcohol
BOP:
Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate
n-BuOH:
n-Butanol
t-BuOH:
tertioButanol
Bu2SnO:
Dibutyltin oxide
Bz:
Benzoyl
CAN:
Ceric ammonium nitrate
CBS:
Corey–Bakshi–Shibata reagent
CM:
Cross-metathesis
Coll:
Collidine
Comins’ reagent:
2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridine
15-Cr-5:
Ether crown with 15 atoms including 5 oxygen
18-Cr-6:
Ether crown with 18 atoms including 8 oxygen
CSA:
Camphorsulfonic acid
DABCO:
Diazabicyclo [3.3.3]octane
DBA:
Dibenzylideneacetone
DBU:
1,8-Diazabicyclo[5.4.0]undec-7-ene
DCC:
Dicyclohexylcarbodiimide
DCE:
1,2-Dichloroethane
DDQ:
2,3-Dichloro-5,6-Dicyanoparaquinone
DEAD:
Diethyl azodicarboxylate
DET:
Diethyl tartrate
DHP:
Dihydropyrane
DHQD:
Dihydroquinidine
DIAD:
Diisopropyl azodicarboxylate
DIBAL:
Diisobutylaluminum hydride
DIC:
Diisopropylcarbodiimide
DIPEA:
Diisopropylethylamine
DIPT:
Diisopropyl tartrate
DMA:
Dimethylacetamide
DMAP:
4-Dimethylaminopyridine
DMDBA:
Bis(3,5-dimethoxybenzylidene)acetone
DME:
Dimethoxyethane, glyme, monoglyme
DMF:
Dimethylformamide
DMIPS:
Dimethylisopropylsilyl
DMP:
Dess–Martin periodinane
DMPU:
Dimethylpropyleneurea
DMSO:
Dimethyl sulfoxide
DOSP:
Dodecylbenzenesulfonyl-(S)-prolinate
Equiv.:
Equivalent
Et2O:
Diethylether
Et3N:
Triethylamine
Fmo:
9-Fluorenylmethyloxy
GBII:
Second-generation Grubbs catalyst
HG:
Hoveyda–Grubbs catalyst
HGII:
Hoveyda–Grubbs catalyst (second generation)
HMPA:
Hexamethylphosphoramide
HMTA:
Hexamethylenetetramine
Imid.:
Imidazole
Ipc:
Isopinocampheyl
i-Pr2NEt:
Diisopropylethylamine
i-Pr2NH:
Diisopropylamine
KHMDS:
Potassium bis(trimethylsilyl)amide
LDA:
Lithium diisopropylamide
LiHMDS:
Lithium bis(trimethylsilyl)amide
LiTMP:
Lithium tetramethylpiperidide
L-Selectride:
Lithium tri-(2s)-2-butanyl(hydrido)borate
2,6-Lutidine:
2,6-Dimethylpyridine
m-CPBA:
meta-Chloroperoxybenzoic acid
MeCN:
Acetonitrile
Me-I:
Methyl iodide
MeOH:
Methanol
MeO-Na:
Sodium methoxide
MIB:
3-exo-Morpholinoisoborneol
MOM:
Methoxymethyl
Ms-Cl:
Methanesulfonyl chloride
NaHMDS:
Sodium bis(trimethylsilyl)amide
NBS:
N-Bromosuccinimide
NIS:
N-Iodosuccinimide
NMO:
N-Methylmorpholine N-oxide
Oxone:
Potassium peroxymonosulfate: KHSO5
PBu3:
Tributylphosphine
PDC:
Pyridinium dichromate
Ph-H:
Benzene
Ph-Me:
Toluene
Piv-Cl:
Pivaloyl chloride
PMB:
p-Methoxybenzyl
PPh3:
Triphenylphosphine
PPTS:
Pyridinium p-toluenesulfonate
n-PrOH:
n-Propanol
RCM:
Ring-closing metathesis
r.t.:
Room temperature
SET:
Single electron transfer
SiMe3:
Trimethylsilyl
TBAF:
Tetra-n-butylammonium fluoride
TBAI:
Tetrabutylammonium iodide
TBHP:
tert-Butyl hydroperoxide
TBS or TBDMS:
tert-Butyldimethylsilyl
TEMPO:
(2,2,6,6-tetramethylpiperidinyl-1-yl)oxy
TES:
Triethylsilyl
TFA:
Trifluoroacetic acid
Tf2O:
Triflic anhydride
THF:
Tetrahydrofuran
THP:
Tetrahydropyrannyl
TIPS:
Triisopropylsilyl
TMEDA:
Tetramethylethylenediamine
TMS-Cl:
Trimethylsilyl chloride
TMS-I:
Trimethylsilyl iodide
TMS-OMe:
Methoxytrimethylsilane
TMSOTf:
Trimethylsilyl trifluoromethanesulfonate
TPAP:
Tetrapropylammonium perruthenate (Steve Ley’s reagent)
TPP:
5,10,15,20-Tetraphenyl-[21H,23H]porphine
TPS:
tert-Butyldiphenylsilyl
Tris-imid:
Trisimidazole
Troc:
2,2,2-Trichloroethoxycarbonyl
TsOH:
p-Toluenesulfonic acid

Index

A, B, C

  • acyl selenide, 129, 130, 133
  • addition, 3–5, 10, 24, 28, 31, 37, 43, 56, 88, 90, 96, 113, 117, 118, 120, 122, 130, 162, 163, 166, 167, 175, 179, 198, 202, 204, 214, 215, 217, 218, 220–223, 236, 237, 243, 244, 254, 282
  • alkenes, 11, 37, 38, 44, 56, 63, 75, 117, 135, 151–153, 155, 193, 242, 264, 265
    • enol triflates, 225
    • Shapiro reaction, 214, 222–225
  • alkylation, 10, 37, 56, 65, 66, 94, 129, 177, 178, 184, 186, 216, 239, 260
    • Appel reaction, 105
    • cycloaddition [2+2] of arynes, 120
    • diastereoselective alkylation according to Myers, 177
    • diastereoselective alkylation of oxazolidinones, 68
    • enantioselective allylation, 193
  • alkynes
    • functionalization of true alkynes, 29
    • Sonogashira reaction, 23, 26, 30, 31, 114, 116, 117
  • benzocyclobutenols, 124
  • butyrolactone, 23, 32, 34, 35, 51–53, 55, 60, 94, 213, 219, 273
  • C-H activation, 10, 173, 181, 197
  • carbonylation, 218, 226
  • Clauson-Kaas reaction, 134, 137

D, E, H

  • deprotection, 6, 25, 62, 69, 185, 189, 196, 199, 254, 262, 291
  • Duff reaction, 139
  • elimination
    • Grieco elimination, 63, 215, 227
  • ene reaction between alkynes and alkenes, 85
  • epoxides, 58, 59, 192
    • asymmetric epoxidation according to Shi, 151
  • ester, 24, 27, 34, 36, 60, 83, 87, 104, 129, 130, 146, 149, 160, 163, 166, 173, 185, 193, 197, 202, 249, 262, 274, 277, 278, 283
    • Mitsunobu reaction in FBS mode, 257
    • saponification, 216, 258
  • halogenated, 88, 143
    • bromoalcohols, 64
    • bromohydrins, 154

I, K, M

  • intramolecular [3+2] cycloadditions, 287
  • iodoetherification, 53, 55, 56
  • ketalization, 54
  • Knoevenagel condensation, 283, 288
  • metathesis, 10, 22, 34, 37–40, 43, 143, 144, 148, 155, 176, 179, 180, 194, 196, 198, 199, 203, 205, 236, 241, 242, 261, 268, 296, 299
    • domino process, 37
    • ring-closing metathesis, 34, 160, 173, 176, 179, 194, 197, 199, 204, 234, 241, 250, 258, 259

N, O, P

  • Negishi coupling, 96, 97, 185
  • olefination, 251, 253, 254, 259, 264, 265, 267
  • oxazaborolidine, 71
  • oxazolidinone, 65, 66, 69, 70
    • diastereoselective alkylation, 68, 177
  • oxidation
    • of aldehydes to carboxylic acids, 57
    • of primary alcohols to carboxylic acids, 57
    • Swern oxidation, 74, 163, 164, 195
  • phosphate, 37, 166, 177, 189, 199
  • protection, 24, 67, 163, 164, 174, 186, 253, 260
    • Pyrrole formation, 137

R, S

  • radical cyclization, 113, 116, 122, 124, 129–133
  • rearrangement, 24, 27, 28, 42, 59, 149, 172, 177, 180, 183, 184, 187, 190, 191, 198, 201–203, 205, 215, 217, 218, 259, 262, 263, 266
    • Payne rearrangement, 144, 146, 149, 154
    • Wolff rearrangement, 60, 62, 63
  • reduction, 3, 10, 22, 23, 26, 30, 33, 35, 37, 40, 43, 60, 65, 67, 69, 72, 103–106, 114, 116, 117, 125, 128, 129, 131, 134, 139, 143, 144, 148, 160, 163, 168, 169, 173, 178, 186, 196, 199, 200, 216, 234, 237, 242, 243, 251, 252, 260, 262, 264, 265, 267, 277
    • enantioselective reduction of ketones, 71
    • reduction of enones according to Luche, 242
  • rerrangment
    • sigmatropic rearrangement [3, 3] of propargyl esters, 180
  • ruthenium, 41, 86, 106, 122, 241
    • ene reaction catalyzed by ruthenium, 83
  • Sonogashira reaction, 23, 26, 30, 31, 114, 116, 117
  • Stille coupling, 83, 85, 88, 101, 102, 104

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