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Knoevenagel Condensation, indolin-2-one, 4-phenylcyclohexan-1-one, alkylideneoxindoles, 3,5-dinitrobenzoic acid, (9R)-6′-methoxy-cinchonan-9-amine, Quinidine Derivative

Knoevenagel

Michael Addition, 3-benzoyl-6,8-dichloro-2H-chromen-2-one, cyclohexanone, (3R,4S)-3-benzoyl-6,8-dichloro-4-((S)-2-oxocyclohexyl)chroman-2-one, (9R)-6′-methoxy-cinchonan-9-amine, Quinidine Derivative

Michael, Michael Addition

Knoevenagel, 2-substituted propanal, disubstituted malonate, substituted 2-propylidenemalonate, (8α,9R)-(8′′α,9′′R)-1,1′′-[2,4,8,10-tetraoxaspiro[5.5]undecane-3,9-diylbis(4,1-phenylenemethylene)]bis[6′-methoxy-9-(2-propen-1-yloxy)-cinchonanium bromide, Quinidine Derivative

Knoevenagel

Sulfa-Michael addition, (E)-dec-4-en-3-one, phenylmethanethiol, (R)-5-(benzylthio)decan-3-one, (1S,2S,4S,5R)-2-((S)-ammonio(6-methoxyquinolin-4-yl)methyl)-5-ethylquinuclidin-1-ium 2-((tert-butoxycarbonyl)amino)-2-phenylacetate, Dihydroquinine Derivative

Michael Addition, Sulfa-Michael, Sulfa-Michael Addition

Sulfinylation, sulfinyl chloride, alcohols, (S)-4-methylbenzenesulfinate, (9S)-6′-methoxy-9-acetatecinchonan-9-ol, Quinidine Derivative

Further reactions, Sulfinylation

Alkylation, (Z)-3-((2,2,2-trifluoroethyl)imino)benzo[b]thiophen-2(3H)-one, tert-butyl (3-(1-cyanovinyl)-1-methyl-2-oxoindolin-3-yl) carbonate, 2-((S)-1-methyl-2-oxo-3-((R)-2,2,2-trifluoro-1-(((Z)-2-oxobenzo[b]thiophen-3(2H)-ylidene)amino)ethyl)indolin-3-yl)acrylonitrile, (8α,9R)-(8′′α,9′′R)-9,9′′-[1,4-Phthalazinediylbis (oxy)]bis[10,11-dihydro-6′-methoxycinchonan], Dihydroquinine Derivative

Alkylation, Alkylation

Rauhut-Currier, tri‐substituted alkenes, (E)-(2-nitrovinyl)benzene, ethyl (R,Z)-4-cyano-6-nitro-5-phenyl-3-(trifluoromethyl)hex-3-enoate, 3-[[3,5-Bis(trifluoromethyl)phenyl]amino]-4-[[(9R)-6′-methoxycinchonan-9-yl]amino]-3-cyclobutene-1,2-dione, Quinidine Derivative

Further reactions, Rauhut-Currier

Chlorolactonization, 4-(4-fluorophenyl)pent-4-enoic acid, 1,3-dichloroimidazolidine-2,4-dione, (S)-5-(chloromethyl)-5-(4-fluorophenyl)dihydrofuran-2(3H)-one, (R)-((1S,2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl 4-(3-tosylureido)benzoate, Dihydroquinine Derivative

Chlorination, Lactonization

Bromination/Semipinacol Rearrangement, 2-oxa allylic alcohols, N-bromoacetamide, β-bromo ketones, (8α,9R)-(8′′α,9′′R)-9,9′′-[(2,5-Diphenyl-4,6-pyrimidinediyl)bis(oxy)]bis[10,11-dihydro-6′-methoxycinchonan], Dihydroquinine Derivative

Bromination, Semipinacol Rearrangement

Chlorination/Semipinacol Rearrangement, 2-oxa allylic alcohols, 1,3-Dichloro-5,5-diphenyl-2,4-imidazolidinedione, β-chloro ketones, (8α,9R)-(8′′α,9′′R)-9,9′′-[(2,5-Diphenyl-4,6-pyrimidinediyl)bis(oxy)]bis[10,11-dihydro-6′-methoxycinchonan], Dihydroquinine Derivative

Chlorination, Semipinacol Rearrangement

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