有机化学缩写大全

TABLE OF CONTENTS SEARCH TEXT xvii V. LIST OF ABBREVIATIONS Abbreviation Chemical Name Chemical Structure 18-Cr-6 18-crown-6 O O O O O O Ac acetyl O acac acetylacetonyl O O AA asymmetric aminohydroxylation NA AD asymmetric dihydroxylation NA ad adamantyl ADDP 1,1'-(azodicarbonyl)dipiperidine N N N O O N ADMET acyclic diene metathesis polymerization NA acaen N,N’-bis(1-methyl-3-oxobutylidene)ethylenediamine N N O O AIBN 2,2'-azo bisisobutyronitrile N NN N Alloc allyloxycarbonyl OO Am amyl (n-pentyl) An p-anisyl O ANRORC anionic ring-opening ring-closing NA aq aqueous NA AQN anthraquinone O O Ar aryl (substituted aromatic ring) NA TABLE OF CONTENTS SEARCH TEXT xviii Abbreviation Chemical Name Chemical Structure ATD aluminum tris(2,6-di-tert-butyl-4-methylphenoxide) OAl 3 atm 1 atmosphere = 105 Pa (pressure) NA ATPH aluminum tris(2,6-diphenylphenoxide) O Ph Ph Al 3 BBN (9-BBN) 9-borabicyclo[3.3.1]nonane (9-BBN) B H B 9-borabicyclo[3.3.1]nonyl B BCME bis(chloromethyl)ether OCl Cl BCN N-benzyloxycarbonyloxy-5-norbornene-2,3- dicarboximide O N O O O O BDPP (2R, 4R) or (2S, 4S) bis(diphenylphosphino)pentane (R) (R) Ph2P PPh2 BER borohydride exchange resin NA BHT 2,6-di-t-butyl-p-cresol (butylated hydroxytoluene) OH BICP 2(R)-2’(R)-bis(dipenylphosphino)-1(R),1’(R)- dicyclopentane (R) (R) (R) (R) Ph2P PPh2 BINAL-H 2,2'-dihydroxy-1,1'-binaphthyl lithium aluminum hydride O O Al H H Li BINAP 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl PPh2 PPh2 TABLE OF CONTENTS SEARCH TEXT xix Abbreviation Chemical Name Chemical Structure BINOL 1,1'-bi-2,2'-naphthol OHOH Bip biphenyl-4-sulfonyl S O O bipy 2,2'-bipyridyl N N BLA Brönsted acid assisted chiral Lewis acid NA bmin 1-butyl-3-methylimidazolium cation N N BMS Borane-dimethyl sulfide complex H3B SMe2 Bn benzyl BNAH 1-benzyl-1,4-dihydronicotinamide N O NH2 BOB 4-benzyloxybutyryl O O Boc t-butoxycarbonyl O O BOM benzyloxymethyl O BOP-Cl bis(2-oxo-3-oxazolidinyl)phosphinic chloride P O Cl O N O O N O bp boiling point NA BPD bis(pinacolato)diboron OOBB O O BPO benzoyl peroxide O O Ph O Ph O BPS (TBDPS) t-butyldiphenylsilyl Si TABLE OF CONTENTS SEARCH TEXT xx Abbreviation Chemical Name Chemical Structure BQ benzoquinone O O Bs brosyl = (4-bromobenzenesulfonyl) S Br O O BSA N,O-bis(trimethylsilyl)acetamide ON SiSi BSA Bovine serum albumin NA Bt 1- or 2-benzotriazolyl NN N BTAF benzyltrimethylammonium fluoride N F BTEA benzyltriethylammonium N BTEAC benzyltriethylammonium chloride N Cl BTFP 3-bromo-1,1,1-trifluoro-propan-2-one O F F F Br BTMA benzyltrimethylammonium N BTMSA bis(trimethylsilyl) acetylene Si Si BTS bis(trimethylsilyl) sulfate SO O O O Si Si BTSA benzothiazole 2-sulfonic acid S N S O O HO BTSP bis(trimethylsilyl) peroxide O OSi Si Bz benzoyl O Bu (nBu) n-butyl c cyclo NA TABLE OF CONTENTS SEARCH TEXT xxi Abbreviation Chemical Name Chemical Structure ca circa (approximately) NA CA chloroacetyl O Cl CAN cerium(IV) ammonium nitrate (cericammonium nitrate) Ce(NH4)2(NO3)6 cat. catalytic NA CB catecholborane O HB O CBS Corey-Bakshi-Shibata reagent N B O H Ph Ph R R = H, alkyl Cbz (Z) benzyloxycarbonyl O O cc. or conc. concentrated NA CCE constant current electrolysis NA CDI carbonyl diimidazole O N NNN CHD 1,3 or 1,4-cyclohexadiene 1,3-CHD 1,4-CHD CHIRAPHOS 2,3-bis(diphenylphosphino)butane (S)(S)P Ph Ph P Ph Ph Chx (Cy) cyclohexyl CIP 2-chloro-1,3-dimethylimidazolidinium hexafluorophosphate NHN Cl PF6 CM (XMET) cross metathesis NA CMMP cyanomethylenetrimethyl phosphorane P N COD 1,5-cyclooctadiene COT 1,3,5-cyclooctatriene Cp cyclopentadienyl CPTS collidinium-p-toluenesulfonate NHS O O O TABLE OF CONTENTS SEARCH TEXT xxii Abbreviation Chemical Name Chemical Structure CRA complex reducing agent NA Cr-PILC chromium-pillared clay catalyst NA CSA camphorsufonic acid O SO3H CSI chlorosulfonyl isocyanate Cl S O O N C O CTAB cetyl trimethylammonium bromide N Br CTACl cetyl trimethylammonium chloride N C15H31 Cl CTAP cetyl trimethylammonium permanganate N C15H31 MnO4 Δ heat NA d days (length of reaction time) NA DABCO 1,4-diazabicyclo[2.2.2]octane N N N N DAST diethylaminosulfur trifluoride S N F F F DATMP diethylaluminum 2,2,6,6-tetramethylpiperidide N AlEt2 DBA (dba) dibenzylideneacetone O Ph Ph DBAD di-tert-butylazodicarboxylate N NO O O O DBI dibromoisocyanuric acid N O N O NH OBr Br TABLE OF CONTENTS SEARCH TEXT xxiii Abbreviation Chemical Name Chemical Structure DBM dibenzoylmethane O O DBN 1,5-diazabicyclo[4.3.0]non-5-ene N N 1 2 3 4 5 67 8 9 DBS dibenzosuberyl DBU 1,8-diazabicyclo[5.4.0]undec-7-ene N N 1 2 3 4 5 6 7 8 9 10 11 DCA 9,10-dicyanoanthracene CN CN DCB 1,2-dichlorobenzene Cl Cl DCC dicyclohexylcarbodiimide N C N DCE 1,1-dichloroethane Cl Cl DCM dichloromethane CH2Cl2 DCN 1,4-dicyanonaphthalene CN CN Dcpm dicyclopropylmethyl DCU N,N’-dicyclohexylurea N H O N H DDQ 2,3-dichloro-5,6-dicyano-1,4-benzoquinone O O NC NC Cl Cl de diastereomeric excess NA TABLE OF CONTENTS SEARCH TEXT xxiv Abbreviation Chemical Name Chemical Structure DEAD diethyl azodicarboxylate N N O O O O DEIPS diethylisopropylsilyl Si DEPBT 3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin- 4(3H)-one N N N O O P OEt EtO O DET diethyl tartrate OH HO (R) (R) O O O O DHP 3,4-dihydro-2H-pyran O DHQ dihydroquinine N N H OH OMe H (DHQ)2PHAL bis(dihydroquinino)phthalazine N MeO N Et H O NN O N H Et H N OMe H DHQD dihydroquinidine N OMe H OH NH (DHQD)2PHAL bis(dihydroquinidino)phthalazine N OMe N H O N N O N H H N MeO H Et Et DIAD diisopropyl azodicarboxylate N N O O O O DIB (BAIB or PIDA) (diacetoxyiodo)benzene I O O O O TABLE OF CONTENTS SEARCH TEXT xxv Abbreviation Chemical Name Chemical Structure DIBAL (DIBAH) DIBAL-H diisobutylaluminum hydride Al H DIC diisopropyl carbodiimide N C N diop 4,5-bis-[(diphenylphosphanyl)methyl]-2,2-dimethyl- [1,3]dioxolane (R) (R)O O PPh2 PPh2 DIPAMP 1,2-bis(o-anisylphenylphosphino)ethane P O P O DIPEA (Hünig's base) diisopropylethylamine N DIPT diisopropyl tartrate OH HO (R) (R) O O O O DLP dilauroyl peroxide OO C10H21 O C10H21 O DMA (DMAC) N,N-dimethylacetamide O N DMAD dimethyl acetylene dicarboxylate O OO O DMAP N,N-4-dimethylaminopyridine N N DMB m-dimethoxybenzene O O DMDO dimethyl dioxirane O O DME 1,2-dimethoxyethane O O TABLE OF CONTENTS SEARCH TEXT xxvi Abbreviation Chemical Name Chemical Structure DMF N,N-dimethylformamide O N H DMI 1,3-dimethylimidazolidin-2-one NN O DMP Dess-Martin periodinane I O O AcO OAc OAc DMPS dimethylphenylsilyl Si DMPU 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidone (N,N-dimethyl propylene urea) N N O DMTSF dimethyl(methylthio)sulfonium tetrafluoroborate Me S S Me Me BF4 DMS dimethylsulfide S DMSO dimethylsulfoxide S O DMT 4,4’-dimethoxytrityl O O DMTMM 4-(4,6-dimethoxy[1,3,5]triazin-2-yl)-4- methylmorpholinium chloride N O N N N O O Cl DMTr 4,4’-dimethyltrityl DMTST (dimethylthio)methylsulfonium trifluoromethanesulfonate S S S S O O O F F F DNA deoxyribonucleic acid NA TABLE OF CONTENTS SEARCH TEXT xxvii Abbreviation Chemical Name Chemical Structure DPA (DIPA) diisopropylamine N H DPBP 2,2'-bis(diphenylphosphino)biphenyl (S) Ph2P PPh2 DPDC diisopropyl peroxydicarbonate O O O O O O DPDM diphenyl diazomethane N+ N- DPEDA 1,2-diamino-1,2-diphenylethane (R) (R) H2N NH2 DPIBF diphenylisobenzofuran O Ph Ph DPPA diphenylphosphoryl azide (diphenylphosphorazidate) P O O O N N+ N- Dppb (ddpb) 1,4-bis(diphenylphosphino)butane Ph2P PPh2 dppe 1,2-bis(diphenylphosphino)ethane PPh2Ph2P dppf 1,1'-bis(diphenylphosphino)ferrocene Fe PPh2 PPh2 dppm bis(diphenylphosphino)methane Ph2P PPh2 dppp 1,3-bis(diphenylphosphino)propane Ph2P PPh2 DPS (also TBDPS or BPS) t-butyldiphenylsilyl Si TABLE OF CONTENTS SEARCH TEXT xxviii Abbreviation Chemical Name Chemical Structure DPTC O,O’-di(2’-pyridyl)thiocarbonate S OO NN dr diastereomeric ratio NA DTBAD (DBAD) di-tert-butyl azodicarboxylate N NO O O O DTBB 4,4’-di-tert-butylbiphenyl DTBP 2,6-di-tert-butylpyridine N DTBMP 2,6-di-tert-butyl-4-methylpyridine N DTE 1,4-dithioerythritol SH OH OH SH DVS 1,3-divinyl-1,1,3,3-tetramethyldisiloxane Si O Si Me Me Me Me E+ electrophile (denotes any electrophile in general) NA E2 bimolecular elimination NA ED effective dosage NA EDA ethyl diazoacetate O O N+ N- EDDA ethylenediamine diacetate NH3 H3N OAc OAc EDC (EDAC) 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (ethyldimethylaminopropylcarbodiimide) N C N N EDCI 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride N C N NH Cl EDCP 2,3-bis-phosphonopentanedioic acid (ethylene dicarboxylic 2,3-diphosphonic acid) HOOC COOH PO3H2 PO3H2 EDG electron-donating group NA EDTA ethylenediamine tetraacetic acid N N COOH HOOC HOOC COOH TABLE OF CONTENTS SEARCH TEXT xxix Abbreviation Chemical Name Chemical Structure ee enantiomeric excess NA EE ethoxyethyl O Ei intramolecular syn elimination NA en ethylenediamine H2N NH2 EOM ethoxymethyl O ESR electron spin resonance (spectroscopy) NA Et ethyl ETSA ethyl trimethylsilylacetate O O Si EVE ethyl vinyl ether O EWG electron-withdrawing group NA Fc ferrocenyl Fe FDP fructose-1,6-diphosphate CH2OPO3H2 OH H H2O3POH2C HO H H HO O FDPP pentafluorophenyl diphenylphosphinate P O O Ph Ph F F F F F Fl fluorenyl FMO frontier molecular orbital (theory) NA Fmoc 9-fluorenylmethoxycarbonyl O O fod 6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5- octanedione OOF F F F F FF fp flash point NA FSM Mesoporous silica NA FTT 1-fluoro-2,4,6-trimethylpyridinium triflate N F S O O O F F F TABLE OF CONTENTS SEARCH TEXT xxx Abbreviation Chemical Name Chemical Structure FVP flash vacuum pyrolysis NA GEBC gel entrapped base catalyst NA h hours (length of reaction time) NA hν irradiation with light NA HATU O-(7-azabenzotriazol-1-yl)-N,N,N’,N’- tetramethyluronium hexafluorophosphate N N O+ N N N N PF6 Het heterocycle NA hfacac hexafluoroacetylacetone F3C O O CF3 HFIP 1,1,1,3,3,3-hexafluoro-2-propanol (hexafluoroisopropanol) OH F F FF F F HGK 4-hydroxy-2-ketoglutarate O OO O O HO Hgmm millimeter of mercury (760 Hgmm = 1 atm = 760 Torr) NA HLE horse liver esterase NA Hmb 2-hydroxy-4-methoxybenzyl O OH HMDS 1,1,1,3,3,3-hexamethyldisilazane Si H N Si HMPA hexamethylphosphoric acid triamide (hexamethylphosphoramide) P O N N N HMPT hexamethylphosphorous triamide PN N N HOAt 1-hydroxy-7-azabenzotriazole N N N N OH HOBt (HOBT) 1-hydroxybenzotriazole N N N OH HOMO highest occupied molecular orbital NA HOSu N-hydroxysuccinimide OO N OH HPLC high-pressure liquid chromatography NA HWE Horner-Wadsworth-Emmons NA i iso NA TABLE OF CONTENTS SEARCH TEXT xxxi Abbreviation Chemical Name Chemical Structure IBA 2-iodosobenzoic acid O HO I O IBX o-iodoxybenzoic acid I O O OHO IDCP bis(2,4,6-collidine)iodonium perchlorate N I+ N ClO4- Imid (Im) imidazole N HN INOC intramolecular nitrile oxide cycloaddition NA IPA isopropyl alcohol HO Ipc isopinocamphenyl H IR infrared spectroscopy NA K-10 a type of Montmorillonite clay NA KDA potassium diisopropylamide KN KHMDS potassium bis(trimethylsilyl)amide K N Si Si KSF a type of Montmorillonite clay NA L ligand NA L.R. Lawesson’s reagent (2,4-bis-(4-methoxyphenyl)- [1,3,2,4]dithiadiphosphetane 2,4-dithion) S P S P S S OMe MeO LA Lewis acid NA LAB lithium amidotrihydroborate LiH2NBH3 LAH lithium aluminum hydride LiAlH4 LD50 dose that is lethal to 50% of the test subjects (cells, animals, humans etc.) NA LDA lithium diisopropylamide LiN LDBB lithium 4,4’-t-butylbiphenylide Li TABLE OF CONTENTS SEARCH TEXT xxxii Abbreviation Chemical Name Chemical Structure LDE lithium diethylamide LiN LDPE lithium perchlorate-diethyl etherate LiClO4 - Et2O LHMDS (LiHMDS) lithium bis(trimethylsilyl)amide Li N Si Si LICA lithium isopropylcyclohexylamide Li N LICKOR (super base) butyllithium-potassium tert-butoxide BuLi - KOt-Bu liq. liquid NA LiTMP (LTMP) lithium 2,2,6,6-tetramethylpiperidide N Li LPT lithium pyrrolidotrihydroborate (lithium pyrrolidide-borane) Li(CH2)4NBH3 L-selectride lithium tri-sec-butylborohydride LiBH LTA lead tetraacetate Pb(OAc)4 LUMO lowest unoccupied molecular orbital NA lut 2,6-lutidine N m meta NA MA maleic anhydride O OO MAD methyl aluminum bis(2,6-di-t-butyl-4- methylphenoxide) O AlMe 2 MAT methyl aluminum bis(2,4,6-tri-t-butylphenoxide) O AlMe 2 TABLE OF CONTENTS SEARCH TEXT xxxiii Abbreviation Chemical Name Chemical Structure MBT 2-mercaptobenzothiazole S N HS m-CPBA meta chloroperbenzoic acid Cl COOOH Me methyl CH3 MEM (2-methoxyethoxy)methyl O O MEPY methyl 2-pyrrolidone-5(S)-carboxylate H N O O O Mes mesityl mesal N-methylsalicylaldimine HO N MIC methyl isocyanate NCO MMPP (MMPT) magnesium monoperoxyphthalate Mg 2+ O O O O O MOM methoxymethyl O MoOPH oxodiperoxomolybdenum(pyridine)- (hexamethylphosphoric triamide) NA mp melting point NA MPa megapascal = 106 Pa = 10 atm (pressure) MPD (NMP) N-methyl-2-pyrrolidinone N O MPM methoxy(phenylthio)methyl S O MPM (PMB) p-methoxybenzyl O TABLE OF CONTENTS SEARCH TEXT xxxiv Abbreviation Chemical Name Chemical Structure MPPC N-methyl piperidinium chlorochromate OCr O O Cl NH Ms mesyl (methanesulfonyl) S O O CH3 MS mass spectrometry NA MS molecular sieves NA MSA methanesulfonic acid S O O CH3HO MSH o-mesitylenesulfonyl hydroxylamine H N HO S O O MSTFA N-methyl-N-(trimethylsilyl) trifluoroacetamide O N F F F Si MTAD N-methyltriazolinedione N NN O O MTEE (MTBE) methyl t-butyl ether O MTM methylthiomethyl S MTO methyltrioxorhenium Re O O O CH3 Mtr (4-methoxy-2,3,6-trimethylphenyl)sulfonyl OMe MeMe Me S O O MVK methyl vinyl ketone O mw microwave NA n normal (e.g. unbranched alkyl chain) NA NADPH nicotinamide adenine dinucleotide phosphate N H H NH2 O O OHOH O O OOH O P O OH OH N N N N NH2 P O OH OP O OH TABLE OF CONTENTS SEARCH TEXT xxxv Abbreviation Chemical Name Chemical Structure NaHMDS sodium bis(trimethylsilyl)amide Na N Si Si Naph (Np) naphthyl NBA N-bromoacetamide O N H Br NBD (nbd) norbornadiene NBS N-bromosuccinimide O O N Br NCS N-chlorosuccinimide O O N Cl Nf nonafluorobutanesulfonyl SO O F F F F FF F F F NHPI N-hydroxyphthalimide O O N OH NIS N-iodosuccinimide OO N I NMM N-methylmorpholine N O NMO N-methylmorpholine oxide NO O NMP N-methyl-2-pyrrolidinone N O NMR nuclear magnetic resonance NA NORPHOS bis(diphenylphosphino)bicyclo[2.2.1]-hept-5-ene Ph2P PPh2 Nos 4-nitrobenzenesulfonyl S O O N O O TABLE OF CONTENTS SEARCH TEXT xxxvi Abbreviation Chemical Name Chemical Structure NPM N-phenylmaleimide O O N NR no reaction NA Ns 2-nitrobenzenesulfonyl S O O NO O NSAID non steroidal anti-inflammatory drug NA Nuc nucleophile (general) NA o ortho NA Oxone potassium peroxymonosulfate KHSO5 p para NA PAP 2,8,9-trialkyl-2,5,8,9-tetraaza- 1-phospha-bicyclo[3.3.3]undecane P N N N N R R R PBP pyridinium bromide perbromide N H Br3 PCC pyridinium chlorochromate N H O Cr O OCl PDC pyridinium dichromate N H Cr OO OO Cr O O ON H PEG polyethylene glycol NA Pf 9-phenylfluorenyl Ph pfb perfluorobutyrate O O FF F F FF F Ph phenyl PHAL phthalazine N N phen 9,10-phenanthroline NN TABLE OF CONTENTS SEARCH TEXT xxxvii Abbreviation Chemical Name Chemical Structure Phth phthaloyl C C O O pic 2-pyridinecarboxylate NO O PIDA (BAIB or DIB) phenyliodonium diacetate I O O O O PIFA phenyliodonium bis(trifluoroacetate) I O O F3C O O CF3 Piv pivaloyl O PLE pig liver esterase NA PMB (MPM) p-methoxybenzyl O PMP 4-methoxyphenyl O PMP 1,2,2,6,6-pentamethylpiperidine N Me Me Me Me Me PNB p-nitrobenzyl N O O PNZ p-nitrobenzyloxycarbonyl O O N O O PPA polyphosphoric acid NA PPI 2-phenyl-2-(2-pyridyl)-2H-imidazole N N N PPL pig pancreatic lipase NA PPO 4-(3-phenylpropyl)pyridine-N-oxide N PhO PPSE polyphosphoric acid trimethylsilyl ester NA TABLE OF CONTENTS SEARCH TEXT xxxviii Abbreviation Chemical Name Chemical Structure PPTS pyridinium p-toluenesulfonate N H S O O O Pr propyl psi pounds per square inch NA PT 1-phenyl-1H-tetrazol-yl N NN N Ph P.T. proton transfer NA PTAB phenyltrimethylammonium perbromide N Br3 PTC Phase transfer catalyst NA PTMSE (2-phenyl-2-trimethylsilyl)ethyl Si PTSA (or TsOH) p-toluenesulfonic acid CH3HO3S PVP poly(4-vinylpyridine) NA Py (pyr) pyridine N r.t. room temperature NA rac racemic NA RAMP (R)-1-amino-2-(methoxymethyl)pyrrolidine N(R) O NH2 RaNi Raney nickel NA RB Rose Bengal See Rose bengal RCAM ring-closing alkyne metathesis NA RCM ring-closing metathesis NA Rds (or RDS) rate-determining step NA Red-Al sodium bis(2-methoxyethoxy) aluminum hydride AlO O O O H H Na Rham rhamnosyl O O H O H MeO H Rf perfluoroalkyl group CnF2n+1 Rf retention factor in chromatography NA ROM ring-opening metathesis NA ROMP ring-opening metathesis polymerization NA TABLE OF CONTENTS SEARCH TEXT xxxix Abbreviation Chemical Name Chemical Structure Rose Bengal (RB) 2,4,5,7-tetraiodo-3',4',5',6'-tetrachlorofluorescein disodium salt (a photosensitizer) O I O I I O I Cl Cl Cl Cl COO 2 Na s seconds (length of reaction time) NA S,S,-chiraphos (S,S)-2,3-bis(diphenylphosphino)butane (S) (S) PPh2 PPh2 Salen N,N’-ethylenebis(salicylideneiminato) bis(salicylidene)ethylenediamine N N OH HO salophen o-phenylenebis(salicylideneiminato) N N OH HO SAMP (S)-1-amino-2-(methoxymethyl)pyrrolidine N O NH2 SC CO2 supercritical carbon-dioxide NA SDS sodium dodecylsulfate Na SO O O O sec secondary NA SEM 2-(trimethylsilyl)ethoxymethyl O Si SES 2-[(trimethylsilyl)ethyl]sulfonyl Si S O O SET single electron transfer NA Sia 1,2-dimethylpropyl (secondary isoamyl) SPB sodium perborate Na BO3 TABLE OF CONTENTS SEARCH TEXT xl Abbreviation Chemical Name Chemical Structure TADDOL 2,2-dimethyl-α,α,α1, α1-tetraaryl-1,3-dioxolane-4,5- dimethanol O O (R) (R) OH OH Ar Ar Ar Ar H H TASF tris(diethylamino)sulfonium difluorotrimethylsilicate S NEt2 Et2N NEt2 SiMe3F2 TBAB tetra-n-butylammonium bromide N Br TBAF tetra-n-butylammonium fluoride FBu4N TBAI tetra-n-butylammonium iodide IBu4N TBCO tetrabromocyclohexadienone Br Br O Br Br TBDMS (TBS) t-butyldimethylsilyl Si TBDPS (BPS) t-butyldiphenylsilyl Si TBH tert-butyl hypochlorite ClO TBHP tert-butyl hydroperoxide O OH TBP tributylphosphine P TBT 1-tert-butyl-1H-tetrazol-5-yl N NN N t-Bu TBTH tributyltin hydride Sn H TBTSP t-butyl trimethylsilyl peroxide O OSi TABLE OF CONTENTS SEARCH TEXT xli Abbreviation Chemical Name Chemical Structure TCCA trichloroisocyanuric acid N O N O N O Cl Cl Cl TCDI thiocarbonyl diimidazole S N N N N TCNE tetracyanoethylene N N NN TCNQ 7,7,8,8-tetracyano-para-quinodimethane NC NC CN CN TDS dimethyl thexylsilyl Si TEA triethylamine N TEBACl benzyl trimethylammonium chloride N Cl TEMPO 2,2,6,6-tetramethyl-1-piperidinyloxy free radical O• N Teoc 2-(trimethylsilyl)ethoxycarbonyl O O Si TEP triethylphosphite PO O O TES triethylsilyl Si Tf trifluoromethanesulfonyl S O OF F F TFA trifluoroacetic acid O OH F F F Tfa trifluoroacetamide O NH2 F F F TABLE OF CONTENTS SEARCH TEXT xlii Abbreviation Chemical Name Chemical Structure TFAA trifluoroacetic anhydride O F FF O O FF F TFE 2,2,2-trifluoroethanol FF F OH TFMSA trifluoromethanesulfonic acid (triflic acid) S O O OH