General Abbreviations
Ac acetyl acac acetylacetonate AIBN 2,2´-azobisisobutyronitrile Ar aryl BBN borabicyclo[3.3.1]nonane BCME dis(chloromethyl)ether BHT butylated hydroxytoluene (2,6-di-t-butyl-p- cresol) BINAL-H 2,2´-dihydroxy-1,1´-binaphthyl-lithium aluminum hydride BINAP 2,2´-bis(diphenylphosphino)-1,1´-binaphthyl BINOL 1,1´-bi-2,2´-naphthol bipy 2,2´-bipyridyl BMS borane-dimethyl sulfide Bn benzyl Boc t-butoxycarbonyl BOM benzyloxymethyl bp boiling point Bs brosyl (4-bromobenzenesulfonyl) BSA N,O-bis(trimethylsilyl)acetamide Bu n-butyl Bz benzoyl CAN cerium(IV) ammonium nitrate Cbz benzyloxycarbonyl CDI N,N´-carbonyldiimidazole CHIRAPHOS 2,3-bis(diphenylphosphino)butane Chx =Cy cod cyclooctadiene cot cyclooctatetraene Cp cyclopentadienyl CRA complex reducing agent CSA 10-camphorsulfonic acid CSI chlorosulfonyl isocyanate Cy cyclohexyl d density DABCO 1,4-diazabicyclo[2.2.2]octane DAST N,N´-diethylaminosulfur trifluoride dba dibenzylideneacetone DBAD di-t-butyl azodicarboxylate DBN 1,5-diazabicyclo[4.3.0]non-5-ene DBU 1,8-diazabicyclo[5.4.0]undec-7-ene DCC N,N´-dicyclohexylcarbodiimide DCME dichloromethyl methyl ether DDO dimethyldioxirane DDQ 2,3-dichloro-5,6-dicyano-1,4-benzoquinone de diastereomeric excess DEAD diethyl azodicarboxylate DET diethyl tartrate DIBAL diisobutylaluminum hydride DIEA =DIPEA DIOP 2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis-(diphenylphosphino)butane DIPEA diisopropylethylamine diphos =dppe DIPT diisopropyl tartrate DMA dimethylacetamide DMAD dimethyl acetylenedicarboxylate DMAP 4-(dimethylamino)pyridine DME 1,2-dimethoxyethane DMF dimethylformamide dmg dimethylglyoximato DMPU N,N´-dimethylpropyleneurea DMS dimethyl sulfide DMSO dimethyl sulfoxide DMTSF dimethyl(methylthio) sulfonium tetrafluoroborate dppb 1,4-bis(diphenylphosphino)butane dppe 1,2-bis(diphenylphosphino)ethane dppf 1,1´-bis(diphenylphosphino)ferrocene dppp 1,3-bis(diphenylphosphino)propane DTBP di-t-butyl peroxide EDA ethyl diazoacetate EDC 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide EDCI =EDC ee enantiomeric excess EE 1-ethoxyethyl Et ethyl ETSA ethyl trimethylsilylacetate EWG electron withdrawing group Fc ferrocenyl Fmoc 9-fluorenylmethoxycarbonyl fp flash point Hex n-hexyl HMDS hexamethyldisilazane HMPA hexamethylphosphoric triamide HOBt l-hydroxybenzotriazole HOBT =HOBt HOSu N-hydroxysuccinimide Im imidazole (imidazolyl) Ipc isopinocampheyl IR infrared KHDMS potassium hexamethyldisilazide LAH lithium aluminum hydride LD50 dose that is lethal to 50% of test subjects LDA lithium diisopropylamide LDMAN lithium 1-(dimethylamino)naphthalenide LHMDS =LiHMDS LICA lithium isopropylcyclohexylamide LiHMDS lithium hexamethyldisilazide LiTMP lithium 2,2,6,6-tetramethylpiperidide LTMP =LiTMP LTA lead tetraacetate lut lutidine m-CPBA m-chloroperbenzoic acid MA maleic anhydride MAD methylaluminum bis(2,6-di-t-butyl-4- methylphenoxide) MAT methylaluminum bis(2,4,6-tri-t- butylphenoxide) Me methyl MEK methyl ethyl ketone MEM (2-methoxyethoxy)methyl MIC methyl isocyanate MMPP magnesium monoperoxyphthalate MOM methoxymethyl MoOPH oxodiperoxomolybdenum(pyridine)-(hexamethylphosphoric triamide) mp melting point MPM =PMB Ms mesyl (methanesulfonyl) MS mass spectrometry; molecular sieves MTBE methyl t-butyl ether MTM methylthiomethyl MVK methyl vinyl ketone n refractive index NaHDMS sodium hexamethyldisilazide Naph naphthyl NBA N-bromoacetamide nbd norbornadiene (bicyclo[2.2.1]hepta- 2,5-diene) NBS N-bromosuccinimide NCS N-chlorosuccinimide NIS N-iodosuccinimide NMO N-methylmorpholine N-oxide NMP N-methyl-2-pyrrolidinone NMR nuclear magnetic resonance NORPHOS bis(diphenylphosphino)bicyclo[2.2.1]-hept-5-ene Np =Naph PCC pyridinium chlorochromate PDC pyridinium...