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Vinylogous mannich reaction, tert-butyl (Z)-(1-benzyl-2-oxoindolin-3-ylidene)carbamate, 2-(1-(3-chlorophenyl)ethylidene)malononitrile, tert-butyl (S)-(1-benzyl-3-(2-(3-chlorophenyl)-3,3-dicyanoallyl)-2-oxoindolin-3-yl)carbamate, 3-[(1,1-Dimethylethyl)amino]-4-[[(8α,9R)-6′-methoxycinchonan-9-yl]amino]-3-cyclobutene-1,2-dione, Quinine Derivative

Mannich, Mannich

Cyclopropanation, 1-Chloro-10-phenyl-6-decene-2,8-dione, (1S,6R,7S)-7-(3-phenylpropanoyl)bicyclo[4.1.0]heptan-2-one, (8α,9R)-6′,9-Dimethoxy-2′-methylcinchonan, Quinine Derivative

Cyclopropanation

Spirocyclization, substituted 2-methylene-1,3-Indandione, alpha,beta-unsaturated ketones, indanedione-fused 2,6-disubstituted trans-spirocyclohexanones, (9R)-Cinchonan-9-amine, Cinchonine Derivative

Cycloaddition, Diels-Alder reaction, Michael, Michael Addition, Spirocyclization

Michael Addition, (R,E)-3-(5-methylhex-2-enoyl)-4-phenyloxazolidin-2-one, (R)-3-((S)-5-methyl-3-(nitromethyl)hexanoyl)-4-phenyloxazolidin-2-one, (9S)-9-hydroxy-1-(phenylmethyl)-cinchonanium chloride, Cinchonine Derivative

Michael, Michael Addition

Michael Addition, cyclohex-2-en-1-one, (R)-[1,1′-bi(cyclohexan)]-6-ene-2,3′-dione, (9S)-9-hydroxy-1-[[3,4,5-tris(phenylmethoxy)phenyl]methyl]-cinchonanium bromide, Cinchonine Derivative

Michael, Michael Addition

Cyclization, 2-(1H-pyrrol-2-yl)aniline, aldehydes or 1,1,1-trifluoroketones, 5substituted 1,2,3,5,6,10b-hexahydropyrrolo[1,2-c]quinazoline, (9S)-9-hydroxy-1-(phenylmethyl)-cinchonanium chloride, Cinchonine Derivative

Cyclization, Cyclization, Further Cyclizations

Spirocyclization, N/C-substituted 2-(2-oxoindolin-3-ylidene)malononitrile, cyclopent-2-en-1-one, N/C-substituted (S)-2-(2-oxo-3-(5-oxocyclopent-1-en-1-yl)indolin-3-yl)malononitrile, 2-mercaptobenzoic acid, (9S)-9-hydroxy-1-(phenylmethyl)-cinchonanium bromide, Cinchonine Derivative

Spirocyclization

Bromolactonization, alpha,beta-unsaturated ketones, N-bromosuccinimide, (3S)-substituted 3,4-dihydroisocumarin, N-(9R)-cinchonan-9-yl-N′-(4-methoxy-2,3-dimethylphenyl)-urea, Cinchonine Derivative

Bromination, Cyclization, Lactonization

alpha-Hydroxylation, beta-dicarbonyl compounds, beta-dicarbonyl-alphahydroxyl compounds, (9S)-1-[(3,5-dibromophenyl)methyl]-9-hydroxy-cinchonanium-1′-oxide bromide, Cinchonine Derivative

Hydroxylation

Difluoromethylation, β-keto esters, (bromodifluoromethyl)trimethylsilane, substituted 2-(difluoromethyl)-1-oxo-2,3-dihydro-1H-indene-2-carboxylate, (9S)-1-[(3,5-dibromophenyl)methyl]-9-hydroxy-2′-[4-(trifluoromethyl)phenyl]-cinchonanium bromide, Cinchonine Derivative

Fluorination, Fluoromethylation

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