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Mannich reaction, substituted N-(benzothiazol-2-yl)-1-phenylmethanimine, malonates, β‐amino esters, N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea, Quinine Derivative

Mannich, Mannich

Michael Addition, azlactones, α,β‐unsaturated trichloromethyl ketones, α,α-disubstituted α-amino acid derivatives, N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea, Quinine Derivatives

Michael, Michael Addition

Cyclization, methyleneindolinones, 2-aminomalonates, 3,4-dihydroquinolin-2(1H)-one derivatives, N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea, Quinine Derivative

Cyclization, Cyclization, Further Cyclizations, Michael, Michael Addition

Cyclization, diethyl (E)-pent-2-enedioate, (E)-(2-nitrovinyl)benzene, ethyl (2R,3S,4R)-2-(2-ethoxy-2-oxoethyl)-4-phenylpyrrolidine-3-carboxylate, N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea, Quinine Derivative

Cyclization, Cyclization, Further Cyclizations, Michael, Michael Addition

Michael Addition, 3-pyrrolyl-oxindoles, nitroalkenes, 3,3′-disubstituted oxindoles, 3-[[3,5-bis(trifluoromethyl)phenyl]amino]-4-[[(8α,9S)-6′-methoxycinchonan-9-yl]amino]-3-Cyclobutene-1,2-dione, Quinine Derivative

Michael, Michael Addition

Epoxidation, (E)-3-(2-chlorophenyl)-2-(naphthalen-1-ylsulfonyl)acrylonitril, tert-butyl hydroperoxide, (2R,3R)-3-(2-chlorophenyl)-2-(naphthalen-1-ylsulfonyl)oxirane-2-carbonitrile, N-[(1R,2R)-2-amino-1,2-di-1-naphthalenylethyl]-N′-[(9R)-6′-methoxycinchonan-9-yl]-thiourea, Quinidine Derivative

Epoxidation

Thiolation, 2,5‐dimethyl‐3‐[1‐(arylsulfonyl) alkyl] pyrroles, triphenylmethanethiol, substituted 2,5-dimethyl-3-((tritylthio)methyl)-1H-pyrrole, N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea, Quinine Derivative

Further reactions, Thiolation

Atropisomer synthesis, 2-arylimidazoles, Morita–Baylis–Hillman (MBH) carbonates, arylimidazoles, Quinidine Base

Atropisomer synthesis

Chlorination, (Z)-3-((5-hydroxy-1,3-diphenyl-1H-pyrazol-4-yl)methylene)-1-methylindolin-2-one, N-chlorosuccinimide, (S,Z)-3-((4-chloro-5-oxo-1,3-diphenyl-4,5-dihydro-1H-pyrazol-4-yl)methylene)-1-methylindolin-2-one, Quinidine Base

Chlorination

Mannich reaction, α-aminomaleimides, benzothiazolimines, substituted 3-amino-4-((benzo[d]thiazol-2-ylamino)methyl)-1H-pyrrole-2,5-dione, copper(II) triflate, N-[2-[(4S)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-4-pyridinyl]-N′-[(8α,9S)-6′-methoxycinchonan-9-yl]-thiourea, Quinine Derivative

Mannich, Mannich

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