Alpha-Alkylation, tert-butyl 2-((diphenylmethylene)amino)acetate, benzyl bromide, tert-butyl (S)-2-((diphenylmethylene)amino)-3-phenylpropanoate, (8α,9R)-(8′′α,9′′R)-(8′′′′α,9′′′′R)-1,1′′,1′′′′-[1,3,5-benzenetriyltris(methylene)]tris[9-(2-propenyloxy)-cinchonanium tribromide, Cinchonidine DerivativeAlkylation, alpha-Alkylation Racemic resolution, trichostatic acid, R-trichostatic acid, Cinchonidine BaseRacemic resolution, Resolution Mannich, N-protected phenylmethanimine, acetylacetone, N-protected (S)-3-(amino(phenyl)methyl)pentane-2,4-dione, Cinchonidine BaseMannich, Mannich Barbier Reaction, methyl 2,2-dimethyl-3-oxopropanoate, allyl bromide, methyl (R)-3-hydroxy-2,2-dimethylhex-5-enoate, indium, Cinchonidine BaseBarbier Reaction, Further reactions Atropisomer Synthesis, indole-derived maleimides, methyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate, N–N atropisomers, (8α,9R)-10,11-dihydro-6′-(1-methylethoxy)-cinchonan-9-ol, Dihydrocupreine DerivativeAtropisomer synthesis, Michael, Michael Addition Michael Addition, acetylacetone, (E)-(2-nitrovinyl)benzene, (S)-3-(2-nitro-1-phenylethyl)pentane-2,4-dione, 3-[[(3R,8α,9S)-6′-(2-aminoethoxy)-10,11-dihydrocinchonan-9-yl]amino]-4-[[3,5-bis(trifluoromethyl)phenyl]amino]-3-cyclobutene-1,2-dione, Dihydrocupreine DerivativeMichael, Michael Addition Cyclization, 5-benzyl-5-(2-hydroxybenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione, (S)-3-benzylchroman-2-one, (8α,9R)-9-(diphenylmethoxy)-cinchonan-6′-ol, Dihydrocupreine DerivativeCyclization, Cyclization, Further Cyclizations Epimerization, dimethyl (1R,2S,3R,4S,5R,6S)-4,5-dihydroxy-3,6-dimethylcyclohexane-1,2-dicarboxylate, dimethyl (1R,2S,3R,4R,5R,6S)-4,5-dihydroxy-3,6-dimethylcyclohexane-1,2-dicarboxylate, N-[(9S)-10,11-dihydrocinchonan-9-yl]-carbamic acid 1,1-dimethylethyl ester, Dihydrocinchonidine DerivativeDesymmetrization, Isomerization Ring Opening, 4-isopropyl-2-phenyloxazol-5(4H)-one, allyl alcohol, allyl benzoylvalinate, N,N′-bis[(8α,9S)-10,11-dihydrocinchonan-9-yl]-thiourea, Dihydrocinchonidine DerivativeFurther reactions, Ring opening Alpha-Alkylation, tert-butyl 2-phenyl-5,6-dihydro-4H-1,3-oxazine-4-carboxylate, 1-(bromomethyl)-4-fluorobenzene, tert-butyl (R)-4-(4-fluorobenzyl)-2-phenyl-5,6-dihydro-4H-1,3-oxazine-4-carboxylate, (8α,9R)-10,11-dihydro-9-(2-propen-1-yloxy)-1-[(2,3,4-trifluorophenyl)methyl]-Cinchonanium bromide, Dihydrocinchonidine DerivativeAlkylation, alpha-Alkylation« Older Entries
Alpha-Alkylation, tert-butyl 2-((diphenylmethylene)amino)acetate, benzyl bromide, tert-butyl (S)-2-((diphenylmethylene)amino)-3-phenylpropanoate, (8α,9R)-(8′′α,9′′R)-(8′′′′α,9′′′′R)-1,1′′,1′′′′-[1,3,5-benzenetriyltris(methylene)]tris[9-(2-propenyloxy)-cinchonanium tribromide, Cinchonidine DerivativeAlkylation, alpha-Alkylation
Racemic resolution, trichostatic acid, R-trichostatic acid, Cinchonidine BaseRacemic resolution, Resolution
Mannich, N-protected phenylmethanimine, acetylacetone, N-protected (S)-3-(amino(phenyl)methyl)pentane-2,4-dione, Cinchonidine BaseMannich, Mannich
Barbier Reaction, methyl 2,2-dimethyl-3-oxopropanoate, allyl bromide, methyl (R)-3-hydroxy-2,2-dimethylhex-5-enoate, indium, Cinchonidine BaseBarbier Reaction, Further reactions
Atropisomer Synthesis, indole-derived maleimides, methyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate, N–N atropisomers, (8α,9R)-10,11-dihydro-6′-(1-methylethoxy)-cinchonan-9-ol, Dihydrocupreine DerivativeAtropisomer synthesis, Michael, Michael Addition
Michael Addition, acetylacetone, (E)-(2-nitrovinyl)benzene, (S)-3-(2-nitro-1-phenylethyl)pentane-2,4-dione, 3-[[(3R,8α,9S)-6′-(2-aminoethoxy)-10,11-dihydrocinchonan-9-yl]amino]-4-[[3,5-bis(trifluoromethyl)phenyl]amino]-3-cyclobutene-1,2-dione, Dihydrocupreine DerivativeMichael, Michael Addition
Cyclization, 5-benzyl-5-(2-hydroxybenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione, (S)-3-benzylchroman-2-one, (8α,9R)-9-(diphenylmethoxy)-cinchonan-6′-ol, Dihydrocupreine DerivativeCyclization, Cyclization, Further Cyclizations
Epimerization, dimethyl (1R,2S,3R,4S,5R,6S)-4,5-dihydroxy-3,6-dimethylcyclohexane-1,2-dicarboxylate, dimethyl (1R,2S,3R,4R,5R,6S)-4,5-dihydroxy-3,6-dimethylcyclohexane-1,2-dicarboxylate, N-[(9S)-10,11-dihydrocinchonan-9-yl]-carbamic acid 1,1-dimethylethyl ester, Dihydrocinchonidine DerivativeDesymmetrization, Isomerization
Ring Opening, 4-isopropyl-2-phenyloxazol-5(4H)-one, allyl alcohol, allyl benzoylvalinate, N,N′-bis[(8α,9S)-10,11-dihydrocinchonan-9-yl]-thiourea, Dihydrocinchonidine DerivativeFurther reactions, Ring opening
Alpha-Alkylation, tert-butyl 2-phenyl-5,6-dihydro-4H-1,3-oxazine-4-carboxylate, 1-(bromomethyl)-4-fluorobenzene, tert-butyl (R)-4-(4-fluorobenzyl)-2-phenyl-5,6-dihydro-4H-1,3-oxazine-4-carboxylate, (8α,9R)-10,11-dihydro-9-(2-propen-1-yloxy)-1-[(2,3,4-trifluorophenyl)methyl]-Cinchonanium bromide, Dihydrocinchonidine DerivativeAlkylation, alpha-Alkylation
