Asymmetric Synthesis

In the research and development of pharmacuticals, agricultural chemicals or functional materials starting with ferroelectrical liquid crystals, the demand for optically active compounds has increased more than ever. In order to obtain the desired optically active compounds through synthesis, diastereo-differentiating and enantio- differentiating reactions have employed chiral auxiliaries or asymmetric catalysts. In order to achieve even higher optical purity and yield, new chiral auxiliaries and asymmetric catalysts are being developed and a considerable number of successful results have been reported. For instance, camphorsultam and oxazolidinone derivatives are utilized as chiral auxiliaries. BINAP-Ru complexes and oxazaborolidine derivatives are excellent asymmetric catalysts. All of these new developments produce products of high optical purity and good reaction yields.
Recently, Yamada and co-workers have developed a pro-chiral ketone and imine asymmetric reduction which uses the newly developed optically active cobalt(II) complex catalyst MPAC. Through this asymmetric reduction using MPAC, secondary alcohols and amines of high optical purity can be obtained in good yields. The reaction proceeds under relatively moderate temperatures and utilize sodium borohydride, which has been traditionally employed as a reducing agent of ketones and imines. For this reason, this method is receiving much attention as a route to useful optically active alcohols and amines.

D2239 D2239 C1324 C1324 M1401 M1401
B2048 B2048 B1615 B1615 C1614 C1614
B3296 B3296 D2702 D2702 D2240 D2240
C1325 C1325 M1402 M1402 B1614 B1614
C1615 C1615 C2023 C2023 D2686 D2686
D3444 D3444 D3445 D3445 D2176 D2176
A1521 A1521 B2314 B2314 B1844 B1844
D3715 D3715 B2652 B2652 H0862 H0862
T1490 T1490 P1374 P1374 D2128 D2128
B2103 B2103 M1044 M1044 M1070 M1070
T1491 T1491 P1375 P1375 D2129 D2129
B2104 B2104 M1066 M1066 A0953 A0953
D2175 D2175 B2315 B2315 B2409 B2409
B1845 B1845 D3716 D3716 B2653 B2653
H0863 H0863 B1113 B1113 D3185 D3185
C1326 C1326 B1112 B1112 B2704 B2704
D3186 D3186 C1327 C1327 M0803 M0803
B1142 B1142 T1499 T1499 T1380 T1380
A1337 A1337 P0794 P0794 B1406 B1406
M1170 M1170 D2365 D2365 B1528 B1528
B2907 B2907 B2230 B2230 P1201 P1201
H0784 H0784 B2165 B2165 I0594 I0594
P1307 P1307 D2729 D2729 M1169 M1169
I0476 I0476 D2810 D2810 D2801 D2801
B1786 B1786 I0572 I0572 D2130 D2130
D2537 D2537 D2535 D2535 B2034 B2034
B3035 B3035 D2823 D2823 B2217 B2217
B2219 B2219 D2520 D2520 A1548 A1548
B2231 B2231 P1241 P1241 X0049 X0049
A0945 A0945 P1294 P1294 H0768 H0768
B2166 B2166 I0573 I0573 P1308 P1308
D2730 D2730 K0028 K0028 B1100 B1100
T1482 T1482 T1381 T1381 A1335 A1335
M1097 M1097 M1183 M1183 P0793 P0793
B1405 B1405 M1162 M1162 D2735 D2735
B1529 B1529 B2908 B2908 M1161 M1161
I0480 I0480 D2811 D2811 D2802 D2802
A2095 A2095 B1754 B1754 I0451 I0451
I0575 I0575 D2131 D2131 P1784 P1784
D2538 D2538 D2536 D2536 I0567 I0567
B2035 B2035 B3036 B3036 B2090 B2090
I0582 I0582 B2218 B2218 B2220 B2220
D2521 D2521 A1699 A1699 D3475 D3475
D3476 D3476 A1534 A1534 A1535 A1535
V0077 V0077 T1195 T1195 T0003 T0003
T1387 T1387 T0621 T0621 V0058 V0058
T1215 T1215 T2223 T2223 P1371 P1371
P1372 P1372 T2054 T2054 T1551 T1551
T2055 T2055
D2239 (+)-1,4-Di-O-benzyl-D-threitol
C1324 (+)-10,2-Camphorsultam
M1401 (+)-2,2'-Methylenebis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole]
B2048 (+)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane
B1615 (+)-4,5-Bis[hydroxy(diphenyl)methyl]-2-methyl-2-phenyl-1,3-dioxolane
C1614 (+)-B-Chlorodiisopinocampheylborane (58% in Hexane, ca. 1.6mol/L)
B3296 (+)-Benzotetramisole
D2702 (+)-Dipivaloyl-D-tartaric Acid
D2240 (-)-1,4-Di-O-benzyl-L-threitol
C1325 (-)-10,2-Camphorsultam
M1402 (-)-2,2'-Methylenebis[(3aS,8aR)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole]
B1614 (-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane
C1615 (-)-B-Chlorodiisopinocampheylborane (60% in Hexane, ca. 1.7mol/L)
C2023 (-)-B-Chlorodiisopinocampheylborane (60% in Heptane, ca. 1.7mol/L)
D2686 (-)-Dipivaloyl-L-tartaric Acid
D3444 (11R,12R)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine
D3445 (11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine
D2176 (1R,2R)-(+)-1,2-Diphenylethylenediamine
A1521 (1R,2R)-(-)-2-Amino-1-phenyl-1,3-propanediol
B2314 (1R,2R)-N,N'-Bis(2-acetyl-3-oxo-2-butenylidene)-1,2-dimesitylethylenediaminato Cobalt(II)
B1844 (1R,2R)-N,N'-Bis[3-oxo-2-(2,4,6-trimethylbenzoyl)butylidene]-1,2-diphenylethylenediaminato Cobalt(II)
D3715 (1R,2R)-N,N'-Dihydroxy-N,N'-bis(diphenylacetyl)cyclohexane-1,2-diamine
B2652 (1R,2R,4R,5R)-2,5-Bis(3,5-di-tert-butyl-2-hydroxybenzylideneamino)bicyclo[2.2.1]heptane
H0862 (1R,2R,5R)-(+)-2-Hydroxy-3-pinanone
T1490 (1R,2S)-(-)-trans-2-Phenyl-1-cyclohexanol
P1374 (1R,2S)-1-Phenyl-2-(1-pyrrolidinyl)propan-1-ol
D2128 (1R,2S)-2-(Dibutylamino)-1-phenyl-1-propanol
B2103 (1R,2S)-2-[N-Benzyl-N-(mesitylenesulfonyl)amino]-1-phenyl-1-propanol
M1044 (1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate
M1070 (1S)-(-)-10-Mercaptoisoborneol
T1491 (1S,2R)-(+)-trans-2-Phenyl-1-cyclohexanol
P1375 (1S,2R)-1-Phenyl-2-(1-pyrrolidinyl)propan-1-ol
D2129 (1S,2R)-2-(Dibutylamino)-1-phenyl-1-propanol
B2104 (1S,2R)-2-[N-Benzyl-N-(mesitylenesulfonyl)amino]-1-phenyl-1-propanol
M1066 (1S,2R,5S)-(+)-Menthyl (R)-p-Toluenesulfinate
A0953 (1S,2S)-(+)-2-Amino-1-phenyl-1,3-propanediol
D2175 (1S,2S)-(-)-1,2-Diphenylethylenediamine
B2315 (1S,2S)-N,N'-Bis(2-acetyl-3-oxo-2-butenylidene)-1,2-dimesitylethylenediaminato Cobalt(II)
B2409 (1S,2S)-N,N'-Bis[(R)-2-hydroxy-2'-phenyl-1,1'-binaphthyl-3-ylmethylene]-1,2-diphenylethylenediaminato Manganese(III) Acetate
B1845 (1S,2S)-N,N'-Bis[3-oxo-2-(2,4,6-trimethylbenzoyl)butylidene]-1,2-diphenylethylenediaminato Cobalt(II)
D3716 (1S,2S)-N,N'-Dihydroxy-N,N'-bis(diphenylacetyl)cyclohexane-1,2-diamine
B2653 (1S,2S,4S,5S)-2,5-Bis(3,5-di-tert-butyl-2-hydroxybenzylideneamino)bicyclo[2.2.1]heptane
H0863 (1S,2S,5S)-(-)-2-Hydroxy-3-pinanone
B1113 (2R,3R)-(-)-1,4-Bis(diphenylphosphino)-2,3-O-isopropylidene-2,3-butanediol
D3185 (2R,5R)-2,5-Diphenylpyrrolidine
C1326 (2R,8aS)-(+)-(Camphorylsulfonyl)oxaziridine [Asymmetric Oxidizing Reagent]
B1112 (2S,3S)-(+)-1,4-Bis(diphenylphosphino)-2,3-O-isopropylidene-2,3-butanediol
B2704 (2S,3S)-(-)-Bis(diphenylphosphino)butane
D3186 (2S,5S)-2,5-Diphenylpyrrolidine
C1327 (2S,8aR)-(-)-(Camphorylsulfonyl)oxaziridine [Asymmetric Oxidizing Reagent]
M0803 (4S,5S)-(-)-4-Methoxymethyl-2-methyl-5-phenyl-2-oxazoline
B1142 (R)-(+)-1,1'-Bi-2-naphthol
T1499 (R)-(+)-1,1,2-Triphenyl-1,2-ethanediol
T1380 (R)-(+)-1-(p-Tolyl)ethylamine
A1337 (R)-(+)-1-Amino-2-(methoxymethyl)pyrrolidine
P0794 (R)-(+)-1-Phenylethylamine
B1406 (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
M1170 (R)-(+)-2-(Methoxymethyl)-1-pyrrolidinecarboxaldehyde
D2365 (R)-(+)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol
B1528 (R)-(+)-N-Benzyl-1-phenylethylamine
B2907 (R)-(+)-tert-Butylsulfinamide
B2230 (R)-(-)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate)
P1201 (R)-(-)-2-Phenylglycinol
H0784 (R)-(-)-2-[Hydroxy(diphenyl)methyl]-1-methylpyrrolidine
B2165 (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone
I0594 (R)-(-)-4-Isopropyl-3-propionyl-2-oxazolidinone
P1307 (R)-(-)-4-Phenyl-2-oxazolidinone
D2729 (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol (contains 5% Dichloromethane at maximum)
M1169 (R)-2-(Methoxymethyl)pyrrolidine
I0476 (R)-2-Isopropylamino-2-phenylethanol
D2810 (R)-3,3'-Dibromo-1,1'-bi-2-naphthol
D2801 (R)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthyl
B1786 (R)-4-Benzyl-2-oxazolidinone
I0572 (R)-4-Isopropyl-2-oxazolidinone
D2130 (R)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine
D2537 (R)-N,N-Dimethyl-1-[(S)-1',2-bis(diphenylphosphino)ferrocenyl]ethylamine
D2535 (R)-N,N-Dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine
B2034 (R,R)-(+)-Bis(alpha-methylbenzyl)amine Hydrochloride
B3035 (R,R)-1,2-Bis[(2-methoxyphenyl)phenylphosphino]ethane
D2823 (R,R)-2,2'-Isopropylidenebis(4-phenyl-2-oxazoline)
B2217 (R,R)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine
B2219 (R,R)-2,6-Bis(4-phenyl-2-oxazolin-2-yl)pyridine
D2520 (R,R)-N,N'-Bis(trifluoromethanesulfonyl)-1,2-diphenylethylenediamine
A1548 (R,R)-N-(2-Amino-1,2-diphenylethyl)-p-toluenesulfonamide
B2231 (S)-(+)-1,1'-Binaphthyl-2,2'-diyl Bis(trifluoromethanesulfonate)
P1241 (S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine
X0049 (S)-(+)-2-(2,6-Xylidinomethyl)pyrrolidine
A0945 (S)-(+)-2-(Anilinomethyl)pyrrolidine
P1294 (S)-(+)-2-Phenylglycinol
H0768 (S)-(+)-2-[Hydroxy(diphenyl)methyl]-1-methylpyrrolidine
B2166 (S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone
I0573 (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone
P1308 (S)-(+)-4-Phenyl-2-oxazolidinone
D2730 (S)-(+)-6,6'-Dibromo-1,1'-bi-2-naphthol (contains 5% Dichloromethane at maximum)
K0028 (S)-(+)-Ketopinic Acid
B1100 (S)-(-)-1,1'-Bi-2-naphthol
T1482 (S)-(-)-1,1,2-Triphenyl-1,2-ethanediol
T1381 (S)-(-)-1-(p-Tolyl)ethylamine
A1335 (S)-(-)-1-Amino-2-(methoxymethyl)pyrrolidine
M1097 (S)-(-)-1-Methyl-2-(1-naphthylaminomethyl)pyrrolidine
M1183 (S)-(-)-1-Methyl-2-(1-piperidinomethyl)pyrrolidine
P0793 (S)-(-)-1-Phenylethylamine
B1405 (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
M1162 (S)-(-)-2-(Methoxymethyl)-1-pyrrolidinecarboxaldehyde
D2735 (S)-(-)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol
B1529 (S)-(-)-N-Benzyl-1-phenylethylamine
B2908 (S)-(-)-tert-Butylsulfinamide
M1161 (S)-2-(Methoxymethyl)pyrrolidine
I0480 (S)-2-Isopropylamino-3-methyl-1-butanol
D2811 (S)-3,3'-Dibromo-1,1'-bi-2-naphthol
D2802 (S)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthyl
A2095 (S)-4-(4-Aminobenzyl)-2-oxazolidinone
B1754 (S)-4-Benzyl-2-oxazolidinone
I0451 (S)-4-Isopropyl-2-oxazolidinone
I0575 (S)-4-Isopropylthiazolidine-2-thione
D2131 (S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine
P1784 (S)-5-(Pyrrolidin-2-yl)-1H-tetrazole
D2538 (S)-N,N-Dimethyl-1-[(R)-1',2-bis(diphenylphosphino)ferrocenyl]ethylamine
D2536 (S)-N,N-Dimethyl-1-[(R)-2-(diphenylphosphino)ferrocenyl]ethylamine
I0567 (S,S)-(-)-2,2'-Isopropylidenebis(4-tert-butyl-2-oxazoline)
B2035 (S,S)-(-)-Bis(alpha-methylbenzyl)amine Hydrochloride
B3036 (S,S)-1,2-Bis[(2-methoxyphenyl)phenylphosphino]ethane
B2090 (S,S)-1,2-Bis[(tert-butyl)methylphosphino]ethane[eta-(2,5-norbornadiene)]rhodium(I) Tetrafluoroborate
I0582 (S,S)-2,2'-Isopropylidenebis(4-phenyl-2-oxazoline)
B2218 (S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine
B2220 (S,S)-2,6-Bis(4-phenyl-2-oxazolin-2-yl)pyridine
D2521 (S,S)-N,N'-Bis(trifluoromethanesulfonyl)-1,2-diphenylethylenediamine
A1699 (S,S)-N-(2-Amino-1,2-diphenylethyl)-p-toluenesulfonamide
D3475 6,10-Dibenzyl-N,N'-dimethyl-N,N,N',N'-tetrakis(4-methylbenzyl)-1,4-dioxaspiro[4.5]decane-(2R,3R)-diylbis(methylammonium) Tetrafluoroborate [=(R,R)-TaDiAS-2nd]
D3476 6,10-Dibenzyl-N,N'-dimethyl-N,N,N',N'-tetrakis(4-methylbenzyl)-1,4-dioxaspiro[4.5]decane-(2S,3S)-diylbis(methylammonium) Tetrafluoroborate [=(S,S)-TaDiAS-2nd]
A1534 Acetic Acid (1R,2S)-2-[N-Benzyl-N-(mesitylenesulfonyl)amino]-1-phenylpropyl Ester [Reagent for double aldol reaction]
A1535 Acetic Acid (1S,2R)-2-[N-Benzyl-N-(mesitylenesulfonyl)amino]-1-phenylpropyl Ester [Reagent for double aldol reaction]
V0077 D-Valinol
T1195 Diethyl D-(-)-Tartrate
T0003 Diethyl L-(+)-Tartrate
T1387 Diisopropyl D-(-)-Tartrate
T0621 Diisopropyl L-(+)-Tartrate
V0058 L-Valinol
T1215 Levamisole Hydrochloride
T2223 Nalpha-(2,4,6-Triisopropylbenzenesulfonyl)-O-(tert-butyldiphenylsilyl)-pros-methyl-L-histidinol
P1371 Propionic Acid (1R,2S)-2-[N-Benzyl-N-(mesitylenesulfonyl)amino]-1-phenylpropyl Ester [Reagent for anti-selective asymmetric aldol reaction]
P1372 Propionic Acid (1S,2R)-2-[N-Benzyl-N-(mesitylenesulfonyl)amino]-1-phenylpropyl Ester [Reagent for anti-selective asymmetric aldol reaction]
T2054 Tetrakis[N-phthaloyl-(R)-tert-leucinato]dirhodium Bis(ethyl Acetate) Adduct
T1551 Tetrakis[N-phthaloyl-(S)-phenylalaninato]dirhodium Ethyl Acetate Adduct
T2055 Tetrakis[N-phthaloyl-(S)-tert-leucinato]dirhodium Bis(ethyl Acetate) Adduct


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