TABLE OF CONTENTS SEARCH TEXT V. LIST OF ABBREVIATIONS
Abbreviation Chemical Name Chemical Structure
O O O 18-Cr-6 18-crown-6 O O O
O Ac acetyl
acac acetylacetonyl O O
AA asymmetric aminohydroxylation NA AD asymmetric dihydroxylation NA
ad adamantyl
O N ADDP 1,1'-(azodicarbonyl)dipiperidine NN N O
ADMET acyclic diene metathesis polymerization NA
O N acaen N,N’-bis(1-methyl-3-oxobutylidene)ethylenediamine N O
AIBN 2,2'-azo bisisobutyronitrile N NN N
Alloc allyloxycarbonyl O O
Am amyl (n-pentyl)
An p-anisyl O
ANRORC anionic ring-opening ring-closing NA aq aqueous NA
O
AQN anthraquinone
O
Ar aryl (substituted aromatic ring) NA
xvii TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
ATD aluminum tris(2,6-di-tert-butyl-4-methylphenoxide) Al O
3 atm 1 atmosphere = 105 Pa (pressure) NA
Ph
Al O ATPH aluminum tris(2,6-diphenylphenoxide) Ph 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 ClO Cl
O
N O BCN N -benzyloxycarbonyloxy-5-norbornene-2,3- O dicarboximide O O
Ph P PPh BDPP (2R, 4R) or (2S, 4S) bis(diphenylphosphino)pentane 2 2 (R) (R)
BER borohydride exchange resin NA
OH BHT 2,6-di-t-butyl-p-cresol (butylated hydroxytoluene)
BICP R R bis R R (R) (R) 2( )-2’( )- (dipenylphosphino)-1( ),1’( )- (R) (R)
dicyclopentane Ph2P PPh2
O H BINAL-H 2,2'-dihydroxy-1,1'-binaphthyl lithium aluminum Al Li O hydride H
BINAP 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl PPh2
PPh2
xviii TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
OH BINOL 1,1'-bi-2,2'-naphthol OH
O Bip biphenyl-4-sulfonyl S O
NN bipy 2,2'-bipyridyl
BLA Brönsted acid assisted chiral Lewis acid NA
bmin 1-butyl-3-methylimidazolium cation N N
H BSMe BMS Borane-dimethyl sulfide complex 3 2
Bn benzyl
O BNAH 1-benzyl-1,4-dihydronicotinamide N NH2
BOB 4-benzyloxybutyryl O O
Boc t-butoxycarbonyl OO
O BOM benzyloxymethyl
O Cl O O P BOP-Cl bis(2-oxo-3-oxazolidinyl)phosphinic chloride N N O O
bp boiling point NA
O O BPD (pinacolato)diboron B B bis O O
O O O O Ph BPO benzoyl peroxide Ph
BPS (TBDPS) t-butyldiphenylsilyl Si
xix TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
BQ benzoquinone OO
O Bs brosyl = SBr (4-bromobenzenesulfonyl) O
O BSA N,O-bis(trimethylsilyl)acetamide Si NSi
BSA Bovine serum albumin NA
Bt N 1- or 2-benzotriazolyl N N
F BTAF benzyltrimethylammonium fluoride N
BTEA benzyltriethylammonium N
Cl BTEAC benzyltriethylammonium chloride N
O F BTFP 3-bromo-1,1,1-trifluoro-propan-2-one F F Br
BTMA benzyltrimethylammonium N
BTMSA bis (trimethylsilyl) acetylene Si Si
O O SiS Si BTS bis O (trimethylsilyl) sulfate O
O S BTSA benzothiazole 2-sulfonic acid HO S O N
O Si BTSP bis(trimethylsilyl) peroxide Si O
O Bz benzoyl
Bu (nBu) n-butyl
c cyclo NA
xx TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure ca circa NA (approximately) CA O chloroacetyl Cl
cerium(IV) ammonium nitrate (cericammonium Ce(NH ) (NO ) CAN nitrate) 4 2 3 6 cat. catalytic NA
CB O catecholborane HB O
H Ph Ph CBS Corey-Bakshi-Shibata reagent O R = H, alkyl N B R
Cbz (Z) benzyloxycarbonyl O
O cc. or conc. concentrated NA CCE constant current electrolysis NA
O
CDI carbonyl diimidazole N N N N
CHD 1,3 or 1,4-cyclohexadiene 1,3-CHD 1,4-CHD
Ph (S) CHIRAPHOS bis Ph P 2,3- (diphenylphosphino)butane P (S) Ph Ph
Chx (Cy) cyclohexyl
Cl PF CIP 2-chloro-1,3-dimethylimidazolidinium N NH 6 hexafluorophosphate CM (XMET) cross metathesis NA
CMMP cyanomethylenetrimethyl phosphorane P N
COD 1,5-cyclooctadiene
COT 1,3,5-cyclooctatriene
Cp cyclopentadienyl
O S O H N CPTS collidinium-p-toluenesulfonate O
xxi TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
CRA complex reducing agent NA
Cr-PILC chromium-pillared clay catalyst NA
CSA camphorsufonic acid
O SO3H
O CSI chlorosulfonyl isocyanate N S C Cl O O
N Br CTAB cetyl trimethylammonium bromide
N Cl CTACl cetyl trimethylammonium chloride
C15H31
N MnO CTAP cetyl trimethylammonium permanganate 4
C15H31
Δ heat NA d days (length of reaction time) NA
N DABCO 1,4-diazabicyclo[2.2.2]octane N N N
F DAST diethylaminosulfur trifluoride F SN F
DATMP diethylaluminum 2,2,6,6-tetramethylpiperidide N
AlEt2
Ph Ph DBA (dba) dibenzylideneacetone O
O DBAD di-tert-butylazodicarboxylate N O O N O
Br O N O NH DBI dibromoisocyanuric acid N Br O
xxii TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
O O DBM dibenzoylmethane
2 9 1 N 3 DBN 1,5-diazabicyclo[4.3.0]non-5-ene 8 4 6 7 N 5
DBS dibenzosuberyl
2 11 1 3 10 N DBU 1,8-diazabicyclo[5.4.0]undec-7-ene 4 9 N 7 5 8 6
CN DCA 9,10-dicyanoanthracene
CN
Cl DCB 1,2-dichlorobenzene Cl
N DCC dicyclohexylcarbodiimide C N
DCE 1,1-dichloroethane Cl Cl
DCM dichloromethane CH2Cl2
CN DCN 1,4-dicyanonaphthalene
CN
Dcpm dicyclopropylmethyl
DCU N,N’-dicyclohexylurea O
N N H H
O NC Cl DDQ 2,3-dichloro-5,6-dicyano-1,4-benzoquinone NC Cl O
de diastereomeric excess NA
xxiii TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
O N O DEAD diethyl azodicarboxylate O N O
DEIPS diethylisopropylsilyl Si
O OEt EtO O DEPBT 3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin- P N 4(3H)-one O N N
O OH
(R) O DET (R) diethyl tartrate O HO O
DHP 3,4-dihydro-2H-pyran
O
OMe
OH DHQ dihydroquinine H N
N H
Et Et N N N N H H (DHQ)2PHAL bis(dihydroquinino)phthalazine O O H H MeO OMe
N N
OMe DHQD dihydroquinidine H N
OH H N
Et Et N N NN H H O O H H (DHQD)2PHAL bis(dihydroquinidino)phthalazine MeO OMe
N N
O DIAD NO diisopropyl azodicarboxylate O N O
O DIB (diacetoxyiodo)benzene O (BAIB or PIDA) I O O
xxiv TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
H DIBAL (DIBAH) diisobutylaluminum hydride DIBAL-H Al
N DIC diisopropyl carbodiimide C N
O (R) PPh2 diop bis 4,5- -[(diphenylphosphanyl)methyl]-2,2-dimethyl- O (R) PPh [1,3]dioxolane 2
O
DIPAMP 1,2-bis(o-anisylphenylphosphino)ethane P P
O
DIPEA diisopropylethylamine N (Hünig's base)
O OH O DIPT (R) (R) diisopropyl tartrate O HO O
O C H O DLP 10 21 dilauroyl peroxide O C10H21 O
O DMA (DMAC) N,N -dimethylacetamide N
O O DMAD dimethyl acetylene dicarboxylate O O
DMAP N,N -4-dimethylaminopyridine NN
DMB m-dimethoxybenzene
OO
DMDO dimethyl dioxirane O O
O DME 1,2-dimethoxyethane O
xxv TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
ON DMF N,N-dimethylformamide H
O
DMI 1,3-dimethylimidazolidin-2-one N N
O DMP Dess-Martin periodinane O I OAc AcO OAc
DMPS dimethylphenylsilyl Si
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidone N DMPU N O (N,N-dimethyl propylene urea)
S Me DMTSF dimethyl(methylthio)sulfonium tetrafluoroborate Me S BF4 Me
DMS dimethylsulfide S
O DMSO dimethylsulfoxide S
DMT 4,4’-dimethoxytrityl
OO
O
N N 4-(4,6-dimethoxy[1,3,5]triazin-2-yl)-4- O DMTMM methylmorpholinium chloride O N N
Cl
DMTr 4,4’-dimethyltrityl
S O F DMTST (dimethylthio)methylsulfonium S O S F trifluoromethanesulfonate S O F
DNA deoxyribonucleic acid NA
xxvi TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
DPA (DIPA) diisopropylamine N H
DPBP 2,2'-bis(diphenylphosphino)biphenyl (S)
Ph2P PPh2
O DPDC OO diisopropyl peroxydicarbonate O O O
N- N+ DPDM diphenyl diazomethane
H2N NH2 DPEDA 1,2-diamino-1,2-diphenylethane (R) (R)
Ph DPIBF diphenylisobenzofuran O
Ph
DPPA diphenylphosphoryl azide (diphenylphosphorazidate) O O P O NN+ N-
Dppb (ddpb) 1,4-bis(diphenylphosphino)butane Ph2P
PPh2
PPh dppe 1,2-bis(diphenylphosphino)ethane 2 Ph2P
PPh2 dppf 1,1'-bis(diphenylphosphino)ferrocene Fe PPh2
Ph P PPh dppm bis(diphenylphosphino)methane 2 2
Ph PPPh dppp 1,3-bis(diphenylphosphino)propane 2 2
DPS (also TBDPS or t-butyldiphenylsilyl BPS) Si
xxvii TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
S DPTC O,O’-di(2’-pyridyl)thiocarbonate N O O N dr diastereomeric ratio NA
O DTBAD (DBAD) di-tert -butyl azodicarboxylate N O O N O
DTBB 4,4’-di-tert-butylbiphenyl
DTBP 2,6-di-tert-butylpyridine N
DTBMP 2,6-di-tert-butyl-4-methylpyridine
N
OH
DTE 1,4-dithioerythritol SH SH OH
Me Me DVS 1,3-divinyl-1,1,3,3-tetramethyldisiloxane O Si Si Me Me
+ E electrophile (denotes any electrophile in general) NA E2 bimolecular elimination NA ED effective dosage NA
O EDA ethyl diazoacetate N- N+ O
EDDA ethylenediamine diacetate H N OAc 3 NH OAc 3
EDC (EDAC) 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (ethyldimethylaminopropylcarbodiimide) N N C N
EDCI 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide NNHCl C hydrochloride N
PO3H2
EDCP 2,3-bis-phosphonopentanedioic acid HOOC COOH
(ethylene dicarboxylic 2,3-diphosphonic acid) PO3H2
EDG electron-donating group NA
HOOC HOOC EDTA N ethylenediamine tetraacetic acid N COOH COOH
xxviii TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure ee enantiomeric excess NA ethoxyethyl EE O
Ei intramolecular syn elimination NA
H N en 2 ethylenediamine NH2
EOM ethoxymethyl O ESR electron spin resonance (spectroscopy) NA
Et ethyl
O ETSA ethyl trimethylsilylacetate Si O
EVE ethyl vinyl ether O
EWG electron-withdrawing group NA
Fc ferrocenyl Fe
H O POH C 2 3 2 O OH H HO FDP fructose-1,6-diphosphate H CH2OPO3H2 HO H
F F F FDPP pentafluorophenyl diphenylphosphinate
O F Ph POF Ph
Fl fluorenyl
FMO frontier molecular orbital (theory) NA
O
O Fmoc 9-fluorenylmethoxycarbonyl
F F F O O fod 6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5- F octanedione F F F fp flash point NA FSM Mesoporous silica NA
O F FTT 1-fluoro-2,4,6-trimethylpyridinium triflate NFO S F O F
xxix TABLE OF CONTENTS SEARCH TEXT
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
PF6 N HATU O-(7-azabenzotriazol-1-yl)-N,N,N’,N’- N O+ tetramethyluronium hexafluorophosphate N N N N
Het heterocycle NA
O O hfacac hexafluoroacetylacetone F3C CF3
F F F F HFIP 1,1,1,3,3,3-hexafluoro-2-propanol F F (hexafluoroisopropanol) OH
HO HGK O 4-hydroxy-2-ketoglutarate O O O O
Hgmm millimeter of mercury (760 Hgmm = 1 atm = 760 Torr) NA HLE horse liver esterase NA
Hmb 2-hydroxy-4-methoxybenzyl OOH
H HMDS 1,1,1,3,3,3-hexamethyldisilazane N Si Si
N HMPA hexamethylphosphoric acid triamide N P N (hexamethylphosphoramide) O
N HMPT hexamethylphosphorous triamide N P N
N HOAt N 1-hydroxy-7-azabenzotriazole N N OH
N HOBt (HOBT) N 1-hydroxybenzotriazole N OH HOMO highest occupied molecular orbital NA
OH HOSu N-hydroxysuccinimide O N O
HPLC high-pressure liquid chromatography NA HWE Horner-Wadsworth-Emmons NA i iso NA
xxx TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
O IBA I 2-iodosobenzoic acid O
HO
O IBX o -iodoxybenzoic acid O I HO O
IDCP bis(2,4,6-collidine)iodonium perchlorate + N I N ClO4-
HN Imid (Im) imidazole N
INOC intramolecular nitrile oxide cycloaddition NA
IPA isopropyl alcohol HO
H Ipc isopinocamphenyl
IR infrared spectroscopy NA K-10 a type of Montmorillonite clay NA
K KDA potassium diisopropylamide N
K N KHMDS potassium bis(trimethylsilyl)amide Si Si
KSF a type of Montmorillonite clay NA L ligand NA
S Lawesson’s reagent (2,4-bis-(4-methoxyphenyl)- L.R. [1,3,2,4]dithiadiphosphetane 2,4-dithion) S P OMe MeO PS S LA Lewis acid NA
LAB lithium amidotrihydroborate LiH2NBH3
LiAlH LAH lithium aluminum hydride 4
LD50 dose that is lethal to 50% of the test subjects (cells, animals, humans etc.) NA
LDA lithium diisopropylamide Li N
LDBB lithium 4,4’-t-butylbiphenylide Li
xxxi TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
LDE lithium diethylamide N Li
LiClO - Et O LDPE lithium perchlorate-diethyl etherate 4 2
Li N LHMDS lithium bis(trimethylsilyl)amide Si Si (LiHMDS)
LICA lithium isopropylcyclohexylamide N Li
t LICKOR (super butyllithium-potassium tert-butoxide BuLi - KO -Bu base) liq. liquid NA
LiTMP lithium 2,2,6,6-tetramethylpiperidide (LTMP) N Li
LPT lithium pyrrolidotrihydroborate Li(CH2)4NBH3 (lithium pyrrolidide-borane)
L-selectride sec lithium tri- -butylborohydride BH Li
Pb(OAc) LTA lead tetraacetate 4 LUMO lowest unoccupied molecular orbital NA
lut 2,6-lutidine N m meta NA
MA maleic anhydride O O O
MAD methyl aluminum bis(2,6-di-t-butyl-4- O AlMe methylphenoxide)
2
MAT methyl aluminum bis(2,4,6-tri-t-butylphenoxide) O AlMe
2
xxxii TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
S MBT HS 2-mercaptobenzothiazole N
COOOH m-CPBA meta chloroperbenzoic acid
Cl
CH Me methyl 3
MEM (2-methoxyethoxy)methyl O O
O H N O MEPY methyl 2-pyrrolidone-5(S)-carboxylate O
Mes mesityl
HO mesal N-methylsalicylaldimine N
MIC methyl isocyanate O C N
O O Mg2+ O MMPP magnesium monoperoxyphthalate (MMPT) O O
O MOM methoxymethyl oxodiperoxomolybdenum(pyridine)- NA MoOPH (hexamethylphosphoric triamide) mp melting point NA MPa megapascal = 106 Pa = 10 atm (pressure)
O
MPD N-methyl-2-pyrrolidinone N (NMP)
O MPM methoxy(phenylthio)methyl S
MPM p-methoxybenzyl (PMB) O
xxxiii TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
Cl NH MPPC N-methyl piperidinium chlorochromate O Cr O O
O S CH Ms mesyl (methanesulfonyl) 3 O MS mass spectrometry NA MS molecular sieves NA
O HO S CH MSA methanesulfonic acid 3 O
H O N MSH o-mesitylenesulfonyl hydroxylamine HO S O
O F Si MSTFA N-methyl-N-(trimethylsilyl) trifluoroacetamide N F F
O
MTAD N-methyltriazolinedione O N N N
MTEE methyl t-butyl ether O (MTBE)
S MTM methylthiomethyl
O O Re CH MTO methyltrioxorhenium 3 O
Me Me O Mtr (4-methoxy-2,3,6-trimethylphenyl)sulfonyl S OMe O Me
MVK methyl vinyl ketone O mw microwave NA n normal (e.g. unbranched alkyl chain) NA
H H O
NH2
N O O
NH2 NADPH nicotinamide adenine dinucleotide phosphate OH OH N N
O O N N P O P O O OH OH O OH O P OH OH
xxxiv TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
Na N NaHMDS sodium bis(trimethylsilyl)amide Si Si
Naph naphthyl (Np)
O Br NBA N-bromoacetamide N H
NBD norbornadiene (nbd)
O NBS N -bromosuccinimide NBr
O
O
NCl NCS N-chlorosuccinimide O
F F F O F Nf S nonafluorobutanesulfonyl O F F F F F
O NHPI N -hydroxyphthalimide NOH
O
I NIS N-iodosuccinimide O N O
NMM N -methylmorpholine NO
O N NMO N-methylmorpholine oxide O
O
NMP N-methyl-2-pyrrolidinone N
NMR nuclear magnetic resonance NA
NORPHOS bis(diphenylphosphino)bicyclo[2.2.1]-hept-5-ene
Ph2P PPh2
O O Nos 4-nitrobenzenesulfonyl S N O O
xxxv TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
O NPM N -phenylmaleimide N
O NR no reaction NA
O Ns 2-nitrobenzenesulfonyl O N O S O NSAID non steroidal anti-inflammatory drug NA Nuc nucleophile (general) NA o ortho NA
KHSO Oxone potassium peroxymonosulfate 5 p para NA
R R P N N R PAP 2,8,9-trialkyl-2,5,8,9-tetraaza- N 1-phospha-bicyclo[3.3.3]undecane
N
N PBP pyridinium bromide perbromide Br3 H
O O PCC pyridinium chlorochromate Cr N O H Cl
O O O Cr Cr PDC pyridinium dichromate O O N O O N H H
PEG polyethylene glycol NA
Ph Pf 9-phenylfluorenyl
F F O pfb perfluorobutyrate F O F F F F
Ph phenyl
PHAL phthalazine N N
phen 9,10-phenanthroline N N
xxxvi TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
O C Phth phthaloyl C O
pic 2-pyridinecarboxylate O
O N
O PIDA phenyliodonium diacetate O (BAIB or DIB) I O O
O F C PIFA bis 3 phenyliodonium (trifluoroacetate) O I O O
CF3
Piv pivaloyl O
PLE pig liver esterase NA
PMB p -methoxybenzyl O (MPM)
PMP 4-methoxyphenyl O
Me Me PMP 1,2,2,6,6-pentamethylpiperidine Me N Me Me
O PNB p-nitrobenzyl N O
O PNZ p O O -nitrobenzyloxycarbonyl N O
PPA polyphosphoric acid NA
N PPI H 2-phenyl-2-(2-pyridyl)-2 -imidazole N N
PPL pig pancreatic lipase NA
PPO 4-(3-phenylpropyl)pyridine-N-oxide O N Ph
PPSE polyphosphoric acid trimethylsilyl ester NA
xxxvii TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
O PPTS pyridinium p-toluenesulfonate S O O N H
Pr propyl psi pounds per square inch NA
N N
PT 1-phenyl-1H-tetrazol-yl N N Ph P.T. proton transfer NA
PTAB phenyltrimethylammonium perbromide N Br3
PTC Phase transfer catalyst NA
Si PTMSE (2-phenyl-2-trimethylsilyl)ethyl
PTSA (or TsOH) p-toluenesulfonic acid HO3S CH3
PVP poly(4-vinylpyridine) NA
Py pyridine (pyr) N r.t. room temperature NA rac racemic NA
NH2 RAMP (R)-1-amino-2-(methoxymethyl)pyrrolidine N (R) O
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
O O Red-Al sodium bis(2-methoxyethoxy) aluminum hydride O Na O Al H H
H Rham rhamnosyl O Me O O H O H
C F Rf perfluoroalkyl group n 2n+1
Rf retention factor in chromatography NA ROM ring-opening metathesis NA ROMP ring-opening metathesis polymerization NA
xxxviii TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
I I O O O 2,4,5,7-tetraiodo-3',4',5',6'-tetrachlorofluorescein Rose Bengal disodium salt I I 2 Na (RB) Cl COO (a photosensitizer) Cl Cl Cl s seconds (length of reaction time) NA
PPh2
(S) S,S,-chiraphos (S,S)-2,3-bis(diphenylphosphino)butane (S)
PPh2
Salen N,N’-ethylenebis(salicylideneiminato) N N bis(salicylidene)ethylenediamine OH HO
salophen o-phenylenebis(salicylideneiminato) N N
OH HO
NH SAMP S 2 ( )-1-amino-2-(methoxymethyl)pyrrolidine N O
SC CO2 supercritical carbon-dioxide NA
O Na SDS sodium dodecylsulfate OOS O
sec secondary NA
Si SEM 2-(trimethylsilyl)ethoxymethyl O
SES O 2-[(trimethylsilyl)ethyl]sulfonyl Si S O SET single electron transfer NA
Sia 1,2-dimethylpropyl (secondary isoamyl)
SPB sodium perborate Na BO3
xxxix TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
OH H Ar TADDOL α,α,α1 α1 O 2,2-dimethyl- , -tetraaryl-1,3-dioxolane-4,5- (R) Ar dimethanol (R) Ar O H Ar OH
NEt2
Et2N S SiMe F TASF tris(diethylamino)sulfonium difluorotrimethylsilicate 3 2 NEt2
TBAB tetra-n-butylammonium bromide N Br
TBAF n tetra- -butylammonium fluoride Bu4N F
TBAI n tetra- -butylammonium iodide Bu4N I
Br TBCO Br tetrabromocyclohexadienone O Br Br
TBDMS t-butyldimethylsilyl (TBS) Si
TBDPS t-butyldiphenylsilyl (BPS) Si
O TBH tert-butyl hypochlorite Cl
O TBHP tert-butyl hydroperoxide OH
P TBP tributylphosphine
N N
TBT 1-tert-butyl-1H-tetrazol-5-yl N N t-Bu
TBTH tributyltin hydride H Sn
O TBTSP t-butyl trimethylsilyl peroxide Si O
xl TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
O Cl TCCA N trichloroisocyanuric acid Cl N O N O Cl
S
TCDI thiocarbonyl diimidazole N N N N
N N
TCNE tetracyanoethylene
N N
NC CN TCNQ 7,7,8,8-tetracyano-para-quinodimethane NC CN
Si TDS dimethyl thexylsilyl
TEA triethylamine N
Cl TEBACl benzyl trimethylammonium chloride N
TEMPO 2,2,6,6-tetramethyl-1-piperidinyloxy free radical N O•
Teoc 2-(trimethylsilyl)ethoxycarbonyl Si OO
O TEP P O triethylphosphite O
TES triethylsilyl Si
F O Tf trifluoromethanesulfonyl F S F O
F OH TFA trifluoroacetic acid F F O
F NH2 Tfa trifluoroacetamide F F O
xli TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
O O F F TFAA trifluoroacetic anhydride O F F F F
F TFE 2,2,2-trifluoroethanol OH F F
F O trifluoromethanesulfonic acid TFMSA (triflic acid) F S OH F O
O TFP tris(2-furyl)phosphine O P
O
S Th 2-thienyl
thexyl 1,1,2-trimethylpropyl
O THF tetrahydrofuran
THP 2-tetrahydropyranyl O
TIPB 1,3,5-triisopropylbenzene
TIPS triisopropylsilyl Si
TMAO (TMANO) trimethylamine N-oxide N+ O-
N TMEDA N,N,N',N'-tetramethylethylenediamine N
NN TMG 1,1,3,3-tetramethylguanidine NH
NN TMGA tetramethylguanidinium azide
NH2 N3
xlii TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
O
Tmob 2,4,6-trimethoxybenzyl O
O
TMP 2,2,6,6-tetramethylpiperidine N H
TMS trimethylsilyl Si
N TMSA trimethylsilyl azide Si N+ N-
Si Si TMSEE (trimethylsilyl)ethynyl ether O
N N TMU tetramethylurea O
-O O -O N+ O TNM tetranitromethane N+ N+ O N+ O- -O O
Tol p-tolyl
P 2 tolbinap 2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl P
2
O N O Ru O TPAP tetra-n-propylammonium perruthenate O
TPP triphenylphosphine P
Ph
NH N TPP 5,10,15,20-tetraphenylporphyrin Ph Ph N HN
Ph
xliii TABLE OF CONTENTS SEARCH TEXT
Abbreviation Chemical Name Chemical Structure
TPS triphenylsilyl Si
Tr trityl (triphenylmethyl) C
O Trisyl 2,4,6-triisopropylbenzenesulfonyl S O
Cl Troc 2,2,2-trichloroethoxycarbonyl Cl O Cl O TS transition state (or transition structure) NA
O Ts (Tos) p-toluenesulfonyl S O
TSE (TMSE) 2-(trimethylsilyl)ethyl Si
TTBP 2,4,5-tri-tert-butylpyrimidine N N
Si TTMSS tris(trimethylsilyl)silane Si SiH Si
Tl(NO ) TTN thallium(III)-trinitrate 3 3
H N NH UHP urea-hydrogen peroxide complex 2 2 H2O2 O
O O Vitride sodium bis(2-methoxyethoxy)aluminum hydride O (Red-Al) O Al H H Na wk weeks (length of reaction time) NA
O Z (Cbz) benzyloxycarbonyl O
xliv