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Studies towards the total synthesis of solanoeclepin A: synthesis of analogues
containing the tetracyclic left-hand substructure.
Benningshof, J.C.J.
Publication date
2001
Link to publication
Citation for published version (APA):
Benningshof, J. C. J. (2001). Studies towards the total synthesis of solanoeclepin A: synthesis
of analogues containing the tetracyclic left-hand substructure.
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Listt of Abbreviations
Ac c anal l AT T atm m 9-BBN-H H «-Bu u t-Bu t-Bu br r calcd d CSA A Cy y d d DBU U de e DIBALH H DMAP P DME E DMF F DMSO O ee e EI EI Et t equiv v FAB B h h HMPT T HRMS S acetyl l elementall analysis Aryl l atmosphere(s) ) 9-borabicyclo[3.3.11 Jnonane «-Butyl l fórr-Butyl fórr-Butyl broadd (spectral) calculated d 10-camphorsulfonicc acid monoo hydrate cyclohexyl lday(s);; doublet (in NMR) 1,8-diazabicyclo[5.4.0]undec--7-ene e diastereomericc excess diisobutylaluminumm hydride 4-(dimethylamino)pyridine e 1,2-dimethoxyethane e dimethylformamide e dimethyll sulfoxide enantiomericc excess
electronn impact (in mass spectrometry) )
ethyl l equivalent t
fastt atom bombardment (in masss spectrometry) hour(s) )
hexamethylphosphorous s triamide e
high-resolutionn mass spectrum
IR R J J Pg g Ph h /-Pr r LDA A Me e Mes s min n mp p NMO O NMR R PCC C PCN N PRD D TBAF F TBDMS S TBDPS S Tf f THF F THP P TLC C TPAP P p-Ts p-Ts RCM M Rf Rf rt t s s t t q q infrared d
couplingg constant (in NMR) protectivee group phenyl l isopropyl l lithiumm diisopropylamide methyl l 2,4,6-trimethylphenyl l minute(s) ) meltingg point 4-methylmorpholinee N-oxide nuclearr magnetic resonance pyridiniumm chlorochromate potatoo cyst nematode potatoo root diffuse
tetrabutylammoniumm fluoride /erf-butyldimethylsilyl l terf-butyldiphenylsilyl terf-butyldiphenylsilyl trifluoromethanesulfonyl l tetrahydrofuran n tetrahydropyran n
thinn layer chromatography tetrapropyll perruthenate /?orra-tohienesulfonyl l
ring-closingring-closing metathesis retentionn factor (in
chromatography) ) roomm temperature singlett (in NMR) triplett (in NMR) quartett (in NMR)
