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Michael Addition, enones, oxindoles, substituted (S)-3-methyl-3-((R)-4-oxopentan-2-yl)indolin-2-one, (9R)-6′-methoxy-cinchonan-9-amine, Quinidine Derivative

Michael, Michael Addition

Atropisomer synthesis, 2′-methoxy-3,4-dihydro-[1,1′-binaphthalen]-2(1H)-one, benzyl iodide, (S)-2-(benzyloxy)-2′-methoxy-1,1′-binaphthalene, (9S)-9-hydroxy-6′-methoxy-1-[(2,3,4-trifluorophenyl)methyl]-cinchonanium bromide, Quinidine Derivative

Atropisomer synthesis

Trifluoromethylthiolation, Substituted (3E)-2-oxo-3-(substituted-methylene)cyclopentanecarboxylate, 1-((trifluoromethyl)thio)pyrrolidine-2,5-dione, 5-substituted 2-mercaptobenzaldehyde, spiro-cyclopentanone–thiochromanes, 3-[[(8α,9S)-10,11-Dihydro-6′-methoxycinchonan-9-yl]amino]-4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)amino]-3-cyclobutene-1,2-dione, Dihydroquinine Derivative

Cascade reaction, Spirocyclization, Trifluoro-methylthiolation

Desymmetrization, prochiral cyclic anhydrides, methanol, chiral hemiesters, 1,4-bis[[(8α,9R)-10,11-dihydro-6′-methoxy-cinchonan-9-yl]oxy]-9,10-Anthracenedione, Dihydroquinine Derivative

Desymmetrization

Friedel-crafts, 2-Methoxy-6-[[(4-methylphenyl)sulfonyl]phenylmethyl]phenol, 7-Hydroxyindole, (R)-6-((2-hydroxy-3-methoxyphenyl)(phenyl)methyl)-1H-indol-7-ol, 3-[[3,5-Bis(trifluoromethyl)phenyl]amino]-4-[[(8α,9S)-10,11-dihydro-6′-methoxycinchonan-9-yl]amino]-3-Cyclobutene-1,2-dione, Dihydroquinine Derivative

Friedel-Crafts, Friedel-Crafts reaction

Aldol reaction, S-substituted 2-chloro-3-mercapto-3-oxopropanoic acid, aldehydes, (3S)-substituted (2S)-2-chloro-3-hydroxypropanethioesters, N-[[[(9R)-6′-methoxycinchonan-9-yl]amino]carbonyl]-4-methyl-benzenesulfonamide, Quinidine Derivative

Aldol, Aldol

Sulfur dioxide insertion, 1-alkynylnaphthalen-2-ols, potassium alkyltrifluoroborates, potassium metabisulfite, (S,E)-1-(1-(alkylsulfonyl)-2-vinyl)naphthalen-2-ols, 3-[[3,5-Bis(trifluoromethyl)phenyl]amino]-4-[[(8α,9S)-10,11-dihydro-6′-methoxycinchonan-9-yl]amino]-3-Cyclobutene-1,2-dione, Dihydroquinine Derivative

Atropisomer synthesis, Further reactions, Sulfur dioxide insertion

Chiral Peptide synthesis, amino acid methyl esters, racemic N-protected amino acids, peptides, (9S)-1,1′-bis(4,6-dimethoxy-1,3,5-triazin-2-yl)-9-hydroxy-6′-methoxy-cinchonanium tetrafluoroborate, Quinidine Derivative

Acylation, Further reactions, Peptide synthesis

Aminohydroxylation, 1-(benzyloxy)-3-methoxy-2-methyl-5-vinylbenzene, N-chloro-N-sodio benzyl carbamate, benzyl (S)-(1-(3-(benzyloxy)-5-methoxy-4-methylphenyl)-2-hydroxyethyl)carbamate, (8α,9R)-(8′′α,9′′R)-9,9′′-[1,4-Phthalazinediylbis(oxy)]bis[10,11-dihydro-6′-methoxycinchonan], Dihydroquinine Derivative

Aminohydroxylation, Further reactions

Michael Addition, (E)-4-(furan-2-yl)-4-oxobut-2-enenitrile, tert-butyl 2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate, tert-butyl (S)-2-((S)-1-cyano-3-(furan-2-yl)-3-oxopropyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate, N-[3,5-bis(trifluoromethyl)phenyl]-N′- [(8α,9S)-10,11-dihydro-6′-methoxy- cinchonan-9-yl]-Thiourea, Dihydroquinine Derivative

Michael, Michael Addition

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