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Fluorination, ethyl 3-oxo-3-phenylpropanoate, (E)-(2-nitrovinyl)benzene, selectfluor, ethyl (2S,3R)-2-benzoyl-2-fluoro-4-nitro-3-phenylbutanoate, N-[(9R)-10,11-Dihydro-6′-methoxycinchonan-9-yl]-N′-[4-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctyl)phenyl]-thiourea, Dihydroquinidine Derivative

Fluorination, Fluorination, Michael, Michael Addition

Michael Addition – Cyclization, methyl (R,E)-3-benzylidene-1-fluoro-2-oxocyclopentane-1-carboxylate, malononitrile, methyl (4S,7R)-2-amino-3-cyano-7-fluoro-4-phenyl-4,5,6,7-tetrahydrocyclopenta[b]pyran-7-carboxylate, 3-[[3,5-bis(trifluoromethyl)phenyl]amino]-4- [[(8α,9S)-6′-methoxycinchonan-9-yl]amino]- 3-Cyclobutene-1,2-dione, Quinine Derivative

Cyclization, Cycloaddition, Michael, Michael Addition

Spirocyclization, isatin-derived MBH carbonates, β,γ-unsaturated α-keto esters, spiro-cyclopentene/cyclopentadiene-oxindoles, (3α,9S)-3,9-epoxy-10,11-dihydro-cinchonan-6′-ol, Dihydrocupreidine Derivative

Spirocyclization

α-Nitroester addition, 2-substituted ethyl 2-nitroacetate, (E)-substituted nitroethene, 2,3-disubstituted ethyl (S)-2,4-dinitrobutanoate, (9S)-(9′′S)-9,9′′-[1,4-phthalazinediylbis(oxy)]bis[10,11-dihydro-cinchonan-6′-ol, Dihydrocupreidine Derivative

Michael, Michael Addition

Aminohydroxylation, enones, tert-butyl (tosyloxy)carbamate, 4,5-disubstituted oxazolidinones, (8α,9S)-6′-Methoxycinchonan-9-amine, Quinine Derivative

Aminohydroxylation, Further reactions

Epoxidation, 2‐Methylnaphthoquinone, sodium hypochlorite, (1aR,7aS)-1a-methyl-1a,7a-dihydronaphtho[2,3-b]oxirene-2,7-dione, 1-(9-anthracenylmethyl)-10,11-dihydro-6′,9-dihydroxy-(9S)-cinchonanium chloride, Dihydrocupreidine Derivative

Epoxidation

Jorgensen`s oxaziridination, substituted (E)-N-tosylformimidoyl, meta-chloroperoxybenzoic acid, (3S)-substituted 2-tosyl-1,2-oxaziridine, (9S)-9-(9-anthracenylmethoxy)-10,11-dihydro-cinchonan-6′-ol, Dihydrocupreidine Derivative

Further reactions, Oxaziridination

Epoxidation, 2-methylnaphthalene-1,4-dione, sodium hypochlorite, (1aS,7aR)-1a-methyl-1a,7a-dihydronaphtho[2,3-b]oxirene-2,7-dione, 1-(9-anthracenylmethyl)-10,11-dihydro-6′,9-dihydroxy-(9S)-cinchonanium chloride, Dihydrocupreidine Derivative

Epoxidation

Fluorination, α,β-unsaturated aldehydes, N-fluoro-N-(phenylsulfonyl)benzenesulfonamide, (2R),4-disubstituted (E)-2-fluoro but-3-enal, (9R)-9-Aminocinchonan-6′-ol, Cupreidine Derivative

alpha-Fluorination, Fluorination

Michael Addition, tert-butyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate, acrylaldehyde, chiral aldehydes, (9S)-9-(9-Phenanthrenyloxy)cinchonan-6′-ol, Cupreidine Derivative

Michael, Michael Addition

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