有机化学缩写大全

Abbreviation Chemical Name Chemical Structure OOOOO18-Cr-6 18-crown-6 OAc acetyl Oacac AA AD ad acetylacetonyl asymmetric aminohydroxylation asymmetric dihydroxylation adamantyl OONANAONADDP 1,1'-(azodicarbonyl)dipiperidine NNNOADMET acaen acyclic diene metathesis polymerization N,N’-bis(1-methyl-3-oxobutylidene)ethylenediamine ONNAONAIBN 2,2'-azo bisisobutyronitrile NNNNAlloc allyloxycarbonyl OOAm An ANRORC aq amyl (n-pentyl) p-anisyl anionic ring-opening ring-closing aqueous ONANAOAQN anthraquinone OAr aryl (substituted aromatic ring) NAxvii

TABLE OF CONTENTSSEARCH TEXTAbbreviation Chemical Name Chemical Structure ATD aluminum tris(2,6-di-tert-butyl-4-methylphenoxide) AlOatm1 atmosphere = 10 Pa (pressure) 53NAPhATPH aluminum tris(2,6-diphenylphenoxide) AlOPh3BBN (9-BBN) 9-borabicyclo[3.3.1]nonane (9-BBN) HBB9-borabicyclo[3.3.1]nonyl BBCMEbis(chloromethyl)ether ClOOClBCNN-benzyloxycarbonyloxy-5-norbornene-2,3-dicarboximide NOOOOBDPPBERBHT(2R, 4R) or (2S, 4S)bis(diphenylphosphino)pentane borohydride exchange resin 2,6-di-t-butyl-p-cresol (butylated hydroxytoluene) Ph2P(R)PPh2(R)NAOHBICP2(R)-2’(R)-bis(dipenylphosphino)-1(R),1’(R)-dicyclopentane (R)(R)Ph2P(R)(R)PPh2BINAL-H 2,2'-dihydroxy-1,1'-binaphthyl lithium aluminum hydrideOOHAlHLiBINAP 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl PPh2PPh2xviii

TABLE OF CONTENTSSEARCH TEXTAbbreviation Chemical Name Chemical Structure BINOL1,1'-bi-2,2'-naphtholOHOHOBipbiphenyl-4-sulfonyl SObipy 2,2'-bipyridyl NNBLA Brönsted acid assisted chiral Lewis acid NAbmin1-butyl-3-methylimidazolium cation NNBMSBnBorane-dimethyl sulfide complex benzyl H3BSMe2OBNAH 1-benzyl-1,4-dihydronicotinamide NNH2BOBBoc4-benzyloxybutyryl t-butoxycarbonyl OOOOBOMbenzyloxymethyl OOOPNClNOOBOP-ClbpBPDbis(2-oxo-3-oxazolidinyl)phosphinic chloride boiling point bis(pinacolato)diboron ONAOOBBOOOOOPhBPObenzoyl peroxide OPhBPS (TBDPS) t-butyldiphenylsilyl Sixix

TABLE OF CONTENTSSEARCH TEXTAbbreviation BQChemical Name benzoquinone Chemical Structure OOOBsbrosyl = (4-bromobenzenesulfonyl) SOBrBSA BSA BtN,O-bis(trimethylsilyl)acetamide Bovine serum albumin 1- or 2-benzotriazolyl SiNOSiNANNNBTAF benzyltrimethylammonium fluoride FNBTEA benzyltriethylammonium NClBTEAC benzyltriethylammonium chloride NOFFFBrBTFP3-bromo-1,1,1-trifluoro-propan-2-one BTMA benzyltrimethylammonium NBTMSA bis(trimethylsilyl) acetylene SiSiOBTSbis(trimethylsilyl) sulfate SiOSOOSiOSNBTSA benzothiazole 2-sulfonic acid HOSOBTSPBzbis(trimethylsilyl) peroxide benzoyl SiOOSiOBu (nBu)cn-butyl cyclo xx

NATABLE OF CONTENTSSEARCH TEXTAbbreviation caCA CAN cat.CBChemical Name circa(approximately) chloroacetyl cerium(IV) ammonium nitrate (cericammonium nitrate)catalytic catecholborane Chemical Structure NAOClCe(NH4)2(NO3)6NAOHBOHPhPhR = H, alkylCBSCorey-Bakshi-Shibata reagent NBORCbz (Z) cc. or conc. CCECDIbenzyloxycarbonyl concentrated constant current electrolysis carbonyl diimidazole NANAONNOONNCHD1,3 or 1,4-cyclohexadiene 1,3-CHD1,4-CHDPhCHIRAPHOS 2,3-bis(diphenylphosphino)butane PhPPh(S)(S)PPhChx (Cy) cyclohexyl ClCIPCM (XMET) CMMP2-chloro-1,3-dimethylimidazolidinium hexafluorophosphate cross metathesis cyanomethylenetrimethyl phosphorane NNHPF6NAPNCOD1,5-cyclooctadiene COT1,3,5-cyclooctatriene Cpcyclopentadienyl OCPTSSOcollidinium-p-toluenesulfonate HNOxxi

TABLE OF CONTENTSSEARCH TEXTAbbreviation CRA Cr-PILCChemical Name complex reducing agent chromium-pillared clay catalyst Chemical Structure NANACSA camphorsufonic acid OSO3HCSIchlorosulfonyl isocyanate ClOSNOCOCTAB cetyl trimethylammonium bromide NBrCTACl cetyl trimethylammonium chloride C15H31NClCTAP ΔdDABCO cetyl trimethylammonium permanganate C15H31NMnO4heatdays (length of reaction time) 1,4-diazabicyclo[2.2.2]octane NNANANNNFDAST diethylaminosulfur trifluoride FSNFDATMP diethylaluminum 2,2,6,6-tetramethylpiperidide NAlEt2PhDBA (dba) dibenzylideneacetone PhOODBAD di-tert-butylazodicarboxylate NONOOBrNONBrONHODBIdibromoisocyanuric acid xxii

TABLE OF CONTENTSSEARCH TEXTAbbreviation DBMChemical Name dibenzoylmethane Chemical Structure OO9DBN1,5-diazabicyclo[4.3.0]non-5-ene N6123487N5DBSdibenzosuberyl 111234DBU1,8-diazabicyclo[5.4.0]undec-7-ene 109NN8765CNDCA 9,10-dicyanoanthracene CNClDCB1,2-dichlorobenzene ClDCCdicyclohexylcarbodiimide NCNDCEDCMDCN1,1-dichloroethane dichloromethane 1,4-dicyanonaphthalene ClClCH2Cl2CNCNDcpmdicyclopropylmethyl DCUN,N’-dicyclohexylurea NHONHONCClClODDQ2,3-dichloro-5,6-dicyano-1,4-benzoquinone NCde diastereomeric excess NAxxiii

TABLE OF CONTENTSSEARCH TEXTAbbreviation DEAD Chemical Name diethyl azodicarboxylate Chemical Structure OONNOODEIPSdiethylisopropylsilyl SiDEPBT3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin- 4(3H)-oneOEtEtOONPONONOOH(R)(R)DETdiethyl tartrate OOOHODHP3,4-dihydro-2H-pyran OOMeDHQdihydroquinine NHOHNHEtNEtHNNOONHHOMeNN(DHQ)2PHAL bis(dihydroquinino)phthalazine MeOHOMeDHQDdihydroquinidine NHNOHHNHEtNNOEtOHNHOMe(DHQD)2PHAL bis(dihydroquinidino)phthalazine HMeONNODIAD diisopropyl azodicarboxylate NONOOODIB (BAIB or PIDA) (diacetoxyiodo)benzene IOOOxxiv

TABLE OF CONTENTSSEARCH TEXTAbbreviation DIBAL (DIBAH) DIBAL-H Chemical Name diisobutylaluminum hydride Chemical Structure HAlDICdiisopropyl carbodiimide NCNO(R)PPh2PPh2diop4,5-bis-[(diphenylphosphanyl)methyl]-2,2-dimethyl-[1,3]dioxolane O(R)ODIPAMP 1,2-bis(o-anisylphenylphosphino)ethane PPODIPEA (Hünig's base) diisopropylethylamine NOOH(R)(R)DIPTdiisopropyl tartrate OOOHOODLPdilauroyl peroxide C10H21OOOC10H21ODMA (DMAC) N,N-dimethylacetamide NDMAD dimethyl acetylene dicarboxylate OOOODMAP N,N-4-dimethylaminopyridine NNDMBm-dimethoxybenzene OODMDOdimethyl dioxirane OODME1,2-dimethoxyethane OOxxv

TABLE OF CONTENTSSEARCH TEXTAbbreviation DMFChemical Name N,N-dimethylformamide Chemical Structure OHNODMI1,3-dimethylimidazolidin-2-one NNODMPDess-Martin periodinane OIOAcAcOOAcDMPSdimethylphenylsilyl Si1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidone DMPU(N,N-dimethyl propylene urea) DMTSFdimethyl(methylthio)sulfonium tetrafluoroborate MeSNNOSMeBF4MeDMSdimethylsulfide SDMSOdimethylsulfoxide OSDMT4,4’-dimethoxytrityl OOODMTMM4-(4,6-dimethoxy[1,3,5]triazin-2-yl)-4-methylmorpholinium chloride NONClNNODMTr4,4’-dimethyltrityl DMTST(dimethylthio)methylsulfonium trifluoromethanesulfonate deoxyribonucleic acid SSSOFOSOFFDNA NAxxvi

TABLE OF CONTENTSSEARCH TEXTAbbreviation DPA (DIPA) Chemical Name diisopropylamine Chemical Structure NHDPBP2,2'-bis(diphenylphosphino)biphenyl (S)Ph2PPPh2ODPDCdiisopropyl peroxydicarbonate OOOOON-N+DPDMdiphenyl diazomethane H2NNH2(R)(R)DPEDA 1,2-diamino-1,2-diphenylethane PhDPIBFdiphenylisobenzofuran OPhDPPA diphenylphosphoryl azide (diphenylphosphorazidate) OOPONN+N-Dppb (ddpb) 1,4-bis(diphenylphosphino)butane Ph2PPPh2dppe 1,2-bis(diphenylphosphino)ethane PPh2Ph2Pdppf1,1'-bis(diphenylphosphino)ferrocene PPh2FePPh2dppmdppp bis(diphenylphosphino)methane 1,3-bis(diphenylphosphino)propane Ph2PPPh2Ph2PPPh2DPS(also TBDPS or BPS)t-butyldiphenylsilyl Sixxvii

TABLE OF CONTENTSSEARCH TEXTAbbreviation DPTCdrDTBAD (DBAD) Chemical Name O,O’-di(2’-pyridyl)thiocarbonate diastereomeric ratio di-tert-butyl azodicarboxylate Chemical Structure SNOONNAONONOODTBB4,4’-di-tert-butylbiphenyl DTBP2,6-di-tert-butylpyridine NDTBMP2,6-di-tert-butyl-4-methylpyridine NOHDTE1,4-dithioerythritol SHMeSiMeSHOHMeSiMeDVS1,3-divinyl-1,1,3,3-tetramethyldisiloxane OE+E2EDEDA electrophile (denotes any electrophile in general) bimolecular elimination effective dosage ethyl diazoacetate ONANANAON+N-EDDA ethylenediamine diacetate H3NOAcOAcNH3EDC (EDAC) 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (ethyldimethylaminopropylcarbodiimide) NCNNEDCI1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride NCNNHClPO3H2EDCPEDGEDTA 2,3-bis-phosphonopentanedioic acid (ethylene dicarboxylic 2,3-diphosphonic acid) electron-donating group HOOCCOOHPO3H2NAHOOCHOOCNNCOOHCOOHethylenediamine tetraacetic acid xxviii

TABLE OF CONTENTSSEARCH TEXTAbbreviation eeEEEien EOMESREtETSA Chemical Name enantiomeric excess ethoxyethyl intramolecular syn elimination ethylenediamine ethoxymethyl electron spin resonance (spectroscopy) ethyl ethyl trimethylsilylacetate Chemical Structure NAONAH2NNH2ONAOOSiEVEEWGFc ethyl vinyl ether electron-withdrawing group ferrocenyl ONAFeH2O3POH2CFDPfructose-1,6-diphosphate HHHOOHOHOHCH2OPO3H2FFDPPpentafluorophenyl diphenylphosphinate FOPhPOFPhFFFlfluorenyl FMOfrontier molecular orbital (theory) NAOOFmoc 9-fluorenylmethoxycarbonyl FFFOOfodfpFSMFTT6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedione flash point Mesoporous silica 1-fluoro-2,4,6-trimethylpyridinium triflate FFFFNANAOFNFOSOFFxxix

TABLE OF CONTENTSSEARCH TEXTAbbreviation FVPGEBChhνHATU Chemical Name flash vacuum pyrolysis gel entrapped base catalyst hours (length of reaction time) irradiation with light Chemical Structure NANANANAPF6O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate NNNNNNO+Hethfacac heterocycle ONAOCF3hexafluoroacetylacetone F3CFFFFFHFIP1,1,1,3,3,3-hexafluoro-2-propanol (hexafluoroisopropanol) FOHHOHGK4-hydroxy-2-ketoglutarate OOOOOHgmmHLEHmbHMDSmillimeter of mercury (760 Hgmm = 1 atm = 760 Torr) horse liver esterase 2-hydroxy-4-methoxybenzyl 1,1,1,3,3,3-hexamethyldisilazane NANAOHNOHSiSiNHMPA hexamethylphosphoric acid triamide (hexamethylphosphoramide) NPNONHMPThexamethylphosphorous triamide NPNNHOAt 1-hydroxy-7-azabenzotriazole NNNOHNHOBt (HOBT) HOMOHOSu1-hydroxybenzotriazole highest occupied molecular orbital N-hydroxysuccinimide NANNOHOHONOHPLCHWEihigh-pressure liquid chromatography Horner-Wadsworth-Emmons isoxxx

NANANATABLE OF CONTENTSSEARCH TEXTAbbreviation IBA Chemical Name 2-iodosobenzoic acid Chemical Structure OIOHOOIBXo-iodoxybenzoic acid IHOOOIDCPbis(2,4,6-collidine)iodonium perchlorate NI+NClO4-Imid (Im) INOCIPA imidazole intramolecular nitrile oxide cycloaddition isopropyl alcohol HNNNAHOHIpcIRK-10KDA isopinocamphenyl infrared spectroscopy a type of Montmorillonite clay potassium diisopropylamide NANANKKKHMDSKSFLL.R.potassium bis(trimethylsilyl)amide a type of Montmorillonite clay ligand Lawesson’s reagent (2,4-bis-(4-methoxyphenyl)-[1,3,2,4]dithiadiphosphetane 2,4-dithion) SiNSiNANASSPMeOPSSOMeLA LAB LAH LD50LDA Lewis acid lithium amidotrihydroborate lithium aluminum hydride dose that is lethal to 50% of the test subjects (cells, animals, humans etc.) lithium diisopropylamide NALiH2NBH3LiAlH4NANLiLDBBlithium 4,4’-t-butylbiphenylide Lixxxi

TABLE OF CONTENTSSEARCH TEXTAbbreviation LDEChemical Name lithium diethylamide Chemical Structure NLiLDPElithium perchlorate-diethyl etherate LiClO4 - Et2OLiLHMDS(LiHMDS)lithiumbis(trimethylsilyl)amide SiNSiLICA lithium isopropylcyclohexylamide NLiBuLi - KOt-BuLICKOR (super base) liq.LiTMP(LTMP)butyllithium-potassium tert-butoxide liquid lithium 2,2,6,6-tetramethylpiperidide NANLiLPTlithium pyrrolidotrihydroborate (lithium pyrrolidide-borane) Li(CH2)4NBH3L-selectride lithium tri-sec-butylborohydride BHLiLTA LUMOlutmMA lead tetraacetate lowest unoccupied molecular orbital 2,6-lutidine metamaleic anhydride Pb(OAc)4NANNAOOOMAD methyl aluminum bis(2,6-di-t-butyl-4-methylphenoxide) O2AlMeMAT methyl aluminum bis(2,4,6-tri-t-butylphenoxide) O2AlMexxxii

TABLE OF CONTENTSSEARCH TEXTAbbreviation MBTChemical Name 2-mercaptobenzothiazole Chemical Structure SHSNCOOOHm-CPBA meta chloroperbenzoic acid ClMeMEMmethyl (2-methoxyethoxy)methyl OCH3OOHNMEPYmethyl 2-pyrrolidone-5(S)-carboxylate OOMesmesityl HOmesal N-methylsalicylaldimine NMICmethyl isocyanate OCNOOMg2+OOOMMPP(MMPT)magnesium monoperoxyphthalate MOMMoOPHmpMPaMPD(NMP)methoxymethyl oxodiperoxomolybdenum(pyridine)-(hexamethylphosphoric triamide) melting point megapascal = 106 Pa = 10 atm (pressure) N-methyl-2-pyrrolidinone ONANAONMPMmethoxy(phenylthio)methyl OSMPM(PMB)p-methoxybenzyl Oxxxiii

TABLE OF CONTENTSSEARCH TEXTAbbreviation MPPCChemical Name N-methyl piperidinium chlorochromate Chemical Structure ClOCrOOONHMsMSMSMSA mesyl (methanesulfonyl) mass spectrometry molecular sieves methanesulfonic acid SCH3ONANAOHOSCH3OHNOOSMSHo-mesitylenesulfonyl hydroxylamine HOMSTFA N-methyl-N-(trimethylsilyl) trifluoroacetamide FFONFOSiMTAD N-methyltriazolinedione ONNNMTEE(MTBE)MTMmethyl t-butyl ether Omethylthiomethyl SOMTOmethyltrioxorhenium OReCH3OMeMeOMeMeMtr(4-methoxy-2,3,6-trimethylphenyl)sulfonyl OSOMVKmw nmethyl vinyl ketone Omicrowave normal (e.g. unbranched alkyl chain) HNANAHONH2ONONNOOOHOPOHOHNNH2NNADPH nicotinamide adenine dinucleotide phosphate OHOHOOHOOHPOPOxxxiv

TABLE OF CONTENTSSEARCH TEXTAbbreviation NaHMDSChemical Name sodium bis(trimethylsilyl)amide Chemical Structure NaSiNSiNaph (Np)NBA naphthyl ON-bromoacetamide BrNHNBD(nbd)norbornadiene ONBSN-bromosuccinimide NBrOONClOOFFFFNCSN-chlorosuccinimide FFNfnonafluorobutanesulfonyl OSFFFONHPIN-hydroxyphthalimide NOHOINISN-iodosuccinimide ONONMMN-methylmorpholine NONMON-methylmorpholine oxide ONOONMPNMRNORPHOSN-methyl-2-pyrrolidinone nuclear magnetic resonance bis(diphenylphosphino)bicyclo[2.2.1]-hept-5-ene Ph2PNNAPPh2OONONos4-nitrobenzenesulfonyl SOxxxv

TABLE OF CONTENTSSEARCH TEXTAbbreviation NPMChemical Name N-phenylmaleimide Chemical Structure ONONRNsno reaction 2-nitrobenzenesulfonyl OSONAOONNSAID NucoOxone pPAP non steroidal anti-inflammatory drug nucleophile (general) orthopotassium peroxymonosulfate paraRNANANAKHSO5NAPRNRN2,8,9-trialkyl-2,5,8,9-tetraaza- 1-phospha-bicyclo[3.3.3]undecane NNPBPpyridinium bromide perbromide NHBr3PCCpyridinium chlorochromate ONHClOCrOPDCpyridinium dichromate NHOOOCrCrOOOONHPEGPfpolyethylene glycol PhNA9-phenylfluorenyl Fpfbperfluorobutyrate FFFFFOOFPhphenyl PHAL phthalazine NNphen 9,10-phenanthroline NNxxxvi

TABLE OF CONTENTSSEARCH TEXTAbbreviation Chemical Name Chemical Structure OCPhthphthaloyl COpic 2-pyridinecarboxylate OONOPIDA (BAIB or DIB) phenyliodonium diacetate IOOOOPIFA phenyliodonium bis(trifluoroacetate) F3COIOCF3OPiv PLEPMB(MPM)PMPpivaloyl pig liver esterase p-methoxybenzyl OONA4-methoxyphenyl OPMP1,2,2,6,6-pentamethylpiperidine MeMeNMeONOMeMePNBp-nitrobenzyl OPNZp-nitrobenzyloxycarbonyl ONOOPPA polyphosphoric acid NANPPI2-phenyl-2-(2-pyridyl)-2H-imidazole NNPPLPPOpig pancreatic lipase 4-(3-phenylpropyl)pyridine-N-oxide ONNAPhPPSEpolyphosphoric acid trimethylsilyl ester NAxxxvii

TABLE OF CONTENTSSEARCH TEXTAbbreviation PPTSChemical Name pyridinium p-toluenesulfonate Chemical Structure OSOONHPrpsi PTP.T.PTAB propyl pounds per square inch 1-phenyl-1H-tetrazol-yl proton transfer phenyltrimethylammonium perbromide NANNNNPhNANBr3PTCPTMSEPTSA (or TsOH) PVPPy (pyr) r.t.racRAMP RaNiRBRCAM RCMRds (or RDS) Phase transfer catalyst (2-phenyl-2-trimethylsilyl)ethyl NASip-toluenesulfonic acid poly(4-vinylpyridine) pyridine room temperature racemic(R)-1-amino-2-(methoxymethyl)pyrrolidine Raney nickel Rose Bengal ring-closing alkyne metathesis ring-closing metathesis rate-determining step HO3SCH3NANNANANH2N(R)ONASee Rose bengal NANANARed-Al sodium bis(2-methoxyethoxy) aluminum hydride OOOAlHHONaRhamrhamnosyl HOMeOOHOHRfRfROMROMPperfluoroalkyl group retention factor in chromatography ring-opening metathesis ring-opening metathesis polymerization CnF2n+1NANANAxxxviii

TABLE OF CONTENTSSEARCH TEXTAbbreviation Chemical Name Chemical Structure IOOIOIClCOOClCl2 NaRose Bengal (RB)2,4,5,7-tetraiodo-3',4',5',6'-tetrachlorofluorescein disodium salt (a photosensitizer) IClsS,S,-chiraphos seconds (length of reaction time) (S,S)-2,3-bis(diphenylphosphino)butane NAPPh2(S)(S)PPh2SalenN,N’-ethylenebis(salicylideneiminato) bis(salicylidene)ethylenediamine NOHNHOsalophen o-phenylenebis(salicylideneiminato) NOHNHOSAMP (S)-1-amino-2-(methoxymethyl)pyrrolidine NH2NOSC CO2SDSsupercritical carbon-dioxide sodium dodecylsulfate NAONaOSOOsecSEMsecondary 2-(trimethylsilyl)ethoxymethyl ONASiSES2-[(trimethylsilyl)ethyl]sulfonyl SiOSOSETSiasingle electron transfer 1,2-dimethylpropyl (secondary isoamyl) NASPBsodium perborate NaBO3xxxix

TABLE OF CONTENTSSEARCH TEXTAbbreviation TADDOL Chemical Name 2,2-dimethyl-α,α,α1,α1-tetraaryl-1,3-dioxolane-4,5-dimethanol Chemical Structure HOOHOHArArAr(R)(R)ArOHNEt2TASF tris(diethylamino)sulfonium difluorotrimethylsilicate Et2NSNEt2SiMe3F2TBAB tetra-n-butylammonium bromide NBrTBAF TBAI tetra-n-butylammonium fluoride tetra-n-butylammonium iodide Bu4NFBu4NIBrTBCOtetrabromocyclohexadienone BrOBrBrTBDMS(TBS)t-butyldimethylsilyl SiTBDPS(BPS)t-butyldiphenylsilyl SiTBHtert-butyl hypochlorite OClTBHPtert-butyl hydroperoxide OOHTBPtributylphosphine PNNTBT1-tert-butyl-1H-tetrazol-5-yl NNt-BuTBTHtributyltin hydride HSnTBTSPt-butyl trimethylsilyl peroxide SiOOxl

TABLE OF CONTENTSSEARCH TEXTAbbreviation TCCA Chemical Name trichloroisocyanuric acid Chemical Structure ONClNNOClOClSTCDIthiocarbonyl diimidazole NNNNNNTCNEtetracyanoethylene NNNCCNCNTCNQ7,7,8,8-tetracyano-para-quinodimethane NCTDSdimethyl thexylsilyl SiTEA triethylamine NClTEBACl benzyl trimethylammonium chloride NTEMPO2,2,6,6-tetramethyl-1-piperidinyloxy free radical NO•Teoc 2-(trimethylsilyl)ethoxycarbonyl OOSiOTEPtriethylphosphite POOTEStriethylsilyl SiFOSOTftrifluoromethanesulfonyl FFFOHOTFA trifluoroacetic acid FFFNH2OTfa trifluoroacetamide FFxli

TABLE OF CONTENTSSEARCH TEXTAbbreviation TFAA Chemical Name trifluoroacetic anhydride Chemical Structure FFOOFFOFFTFE2,2,2-trifluoroethanol FFOHFFOFSOHFOTFMSA trifluoromethanesulfonic acid (triflic acid) OTFPtris(2-furyl)phosphine OPOTh2-thienyl Sthexyl THF1,1,2-trimethylpropyl tetrahydrofuran OTHP2-tetrahydropyranyl OTIPB1,3,5-triisopropylbenzene TIPStriisopropylsilyl SiTMAO (TMANO) trimethylamine N-oxide N+O-TMEDA N,N,N',N'-tetramethylethylenediamine NNTMG1,1,3,3-tetramethylguanidine NNNHTMGA tetramethylguanidinium azide NNNH2N3xlii

TABLE OF CONTENTSSEARCH TEXTAbbreviation Chemical Name Chemical Structure OTmob2,4,6-trimethoxybenzyl OOTMP2,2,6,6-tetramethylpiperidine NHTMStrimethylsilyl SiTMSA trimethylsilyl azide SiNN+N-TMSEE(trimethylsilyl)ethynyl ether SiOSiTMUtetramethylurea NO--NTNMtetranitromethane ON+-ON+O-OON+OON+OTolp-tolyl P2tolbinap2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl P2ONTPAP tetra-n-propylammonium perruthenate ORuOOTPPtriphenylphosphine PPhNHNPhHNTPP5,10,15,20-tetraphenylporphyrin PhNPhxliii

TABLE OF CONTENTSSEARCH TEXTAbbreviation Chemical Name Chemical Structure TPStriphenylsilyl SiTrtrityl (triphenylmethyl) COTrisyl 2,4,6-triisopropylbenzenesulfonyl SOTroc TSTs (Tos) 2,2,2-trichloroethoxycarbonyl transition state (or transition structure) p-toluenesulfonyl OClOClClNAOSOTSE (TMSE) 2-(trimethylsilyl)ethyl SiTTBP2,4,5-tri-tert-butylpyrimidine NNTTMSStris(trimethylsilyl)silane SiSiSiHSiTTNthallium(III)-trinitrate H2NTl(NO3)3UHPurea-hydrogen peroxide complex NH2OH2O2Vitride(Red-Al) wk Z (Cbz) sodium bis(2-methoxyethoxy)aluminum hydride OOOAlHHONaweeks (length of reaction time) benzyloxycarbonyl NAOOxliv