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Morita-Baylis-Hillman, isatins, maleimides, N/C-substituted (R)-3-(3-hydroxy-2-oxoindolin-3-yl)-1H-pyrrole-2,5-dione, (3α,9S)-3,9-epoxy-10,11-dihydro-cinchonan-6′-ol, Dihydrocupreidine Derivative

Morita-Baylis-Hillman (MBH)

[4+2] Cycloaddition, 4-substituted 3-hydroxy-2H-pyran-2-one, aliphatic nitroalkenes, (5,7R)-substituted (1R,4S,8R)-4-hydroxy-8-nitro-2-oxabicyclo[2.2.2]oct-5-en-3-one, (9S)-10,11-dihydro-9-[[tris(1-methylethyl)silyl]oxy]-cinchonan-6′-ol, Dihydrocupreidine Derivative

[4+2]-Cycloaddition, Cycloaddition

Michael Addition, 2-pentylcyclopent-2-en-1-one, dimethyl malonate, dimethyl 2-((1R,2S)-3-oxo-2-pentylcyclopentyl)malonate, (8α,9R)-1-(9-anthracenylmethyl)-9-hydroxy-6′-methoxy-cinchonanium chloride, Quinine Derivative

Michael, Michael Addition

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

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