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Enantioselective α-alkylation of phenylacetic acid using a chiral bidentate lithium amide as a chiral auxiliary
被引:0
作者
:
Matsuo, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 113, Japan
Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 113, Japan
Matsuo, J
[
1
]
Koga, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 113, Japan
Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 113, Japan
Koga, K
[
1
]
机构
:
[1]
Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 113, Japan
来源
:
CHEMICAL & PHARMACEUTICAL BULLETIN
|
1997年
/ 45卷
/ 12期
关键词
:
dilithiated phenylacetic acid;
enantioselective alkylation;
chiral lithium amide;
alpha-substituted phenylacetic acid;
D O I
:
暂无
中图分类号
:
R914 [药物化学];
学科分类号
:
100701 ;
摘要
:
Enantioselective alkylation at the alpha-position of phenylacetic acid (1) can be realized in up to 68% ee by treating the dilithiated 1 with alkyl halides in the presence of a chiral bidentate lithium amide ((R)-3).
引用
收藏
页码:2122 / 2124
页数:3
相关论文
共 21 条
[1]
RESOLUTION AND CONFIGURATION OF ALPHA-SUBSTITUTED PHENYLACETIC ACIDS
AARON, C
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0
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0
h-index:
0
AARON, C
DULL, D
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0
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0
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DULL, D
SCHMIEGE.JL
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0
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SCHMIEGE.JL
JAEGER, D
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0
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0
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0
JAEGER, D
OHASHI, Y
论文数:
0
引用数:
0
h-index:
0
OHASHI, Y
MOSHER, HS
论文数:
0
引用数:
0
h-index:
0
MOSHER, HS
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1967,
32
(09)
: 2797
-
&
[2]
ASYMMETRIC-SYNTHESIS USING CHIRAL BASES - ENANTIOSELECTIVE ALPHA-ALKYLATION OF CARBOXYLIC-ACIDS
ANDO, A
论文数:
0
引用数:
0
h-index:
0
机构:
NAGOYA CITY UNIV,FAC PHARMACEUT SCI,TANABE DORI,MIZUHO KU,NAGOYA,AICHI 467,JAPAN
NAGOYA CITY UNIV,FAC PHARMACEUT SCI,TANABE DORI,MIZUHO KU,NAGOYA,AICHI 467,JAPAN
ANDO, A
SHIOIRI, T
论文数:
0
引用数:
0
h-index:
0
机构:
NAGOYA CITY UNIV,FAC PHARMACEUT SCI,TANABE DORI,MIZUHO KU,NAGOYA,AICHI 467,JAPAN
NAGOYA CITY UNIV,FAC PHARMACEUT SCI,TANABE DORI,MIZUHO KU,NAGOYA,AICHI 467,JAPAN
SHIOIRI, T
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1987,
(09)
: 656
-
658
[3]
HOMOGENEOUS AND HETEROGENEOUS CATALYTIC ASYMMETRIC REACTIONS .1. ASYMMETRIC HYDROGENATION OF THE PROCHIRAL C=C BOND ON A MODIFIED RANEY NI CATALYST
BARTOK, M
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0
引用数:
0
h-index:
0
BARTOK, M
WITTMANN, G
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0
引用数:
0
h-index:
0
WITTMANN, G
GONDOS, G
论文数:
0
引用数:
0
h-index:
0
GONDOS, G
SMITH, GV
论文数:
0
引用数:
0
h-index:
0
SMITH, GV
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1987,
52
(06)
: 1139
-
1141
[4]
Caine D., 1991, Comprehensive Organic Synthesis, V3, P1
[5]
ASYMMETRIC-SYNTHESIS USING HOMOCHIRAL LITHIUM AMIDE BASES
COX, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND
UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND
COX, PJ
SIMPKINS, NS
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND
UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND
SIMPKINS, NS
[J].
TETRAHEDRON-ASYMMETRY,
1991,
2
(01)
: 1
-
26
[6]
METALATED CARBOXYLIC ACIDS .I. ALKYLATION
CREGER, PL
论文数:
0
引用数:
0
h-index:
0
CREGER, PL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1967,
89
(10)
: 2500
-
&
[7]
SUR LA SYNTHESE DES ANTIPODES DU PHENETURIDE[(ALPHA-PHENYL-ALPHA-ETHYL-ACETYL)-UREE] - SYNTHESE DUN (+)-PHENETURIDE RADIOACTIF, MARQUE PAR DU C-14
GOLDAUBERT, P
论文数:
0
引用数:
0
h-index:
0
GOLDAUBERT, P
[J].
HELVETICA CHIMICA ACTA,
1958,
41
(06)
: 1512
-
1515
[8]
CONTROL OF DIASTEREOSELECTIVITY IN ALKYLATION OF CHIRAL LITHIUM ENOLATES MEDIATED BY A CHIRAL SECONDARY AMINE LIGAND
HASEGAWA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
HASEGAWA, Y
KAWASAKI, H
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
KAWASAKI, H
KOGA, K
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
KOGA, K
[J].
TETRAHEDRON LETTERS,
1993,
34
(12)
: 1963
-
1966
[9]
ALKYLATIONS AT THE ALPHA-CARBON OF PHENYLACETIC AND DIPHENYLACETIC ACIDS WITH BENZYL CHLORIDE AND RELATED HALIDES BY ALKALI AMIDES
HAUSER, CR
论文数:
0
引用数:
0
h-index:
0
HAUSER, CR
CHAMBERS, WJ
论文数:
0
引用数:
0
h-index:
0
CHAMBERS, WJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1956,
78
(19)
: 4942
-
4944
[10]
CATALYTIC ASYMMETRIC BENZYLATION OF ACHIRAL LITHIUM ENOLATES USING A CHIRAL LIGAND FOR LITHIUM IN THE PRESENCE OF AN ACHIRAL LIGAND
IMAI, M
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
IMAI, M
HAGIHARA, A
论文数:
0
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h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
HAGIHARA, A
KAWASAKI, H
论文数:
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h-index:
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UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
KAWASAKI, H
MANABE, K
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h-index:
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UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
MANABE, K
KOGA, K
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
KOGA, K
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1994,
116
(19)
: 8829
-
8830
←
1
2
3
→
共 21 条
[1]
RESOLUTION AND CONFIGURATION OF ALPHA-SUBSTITUTED PHENYLACETIC ACIDS
AARON, C
论文数:
0
引用数:
0
h-index:
0
AARON, C
DULL, D
论文数:
0
引用数:
0
h-index:
0
DULL, D
SCHMIEGE.JL
论文数:
0
引用数:
0
h-index:
0
SCHMIEGE.JL
JAEGER, D
论文数:
0
引用数:
0
h-index:
0
JAEGER, D
OHASHI, Y
论文数:
0
引用数:
0
h-index:
0
OHASHI, Y
MOSHER, HS
论文数:
0
引用数:
0
h-index:
0
MOSHER, HS
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1967,
32
(09)
: 2797
-
&
[2]
ASYMMETRIC-SYNTHESIS USING CHIRAL BASES - ENANTIOSELECTIVE ALPHA-ALKYLATION OF CARBOXYLIC-ACIDS
ANDO, A
论文数:
0
引用数:
0
h-index:
0
机构:
NAGOYA CITY UNIV,FAC PHARMACEUT SCI,TANABE DORI,MIZUHO KU,NAGOYA,AICHI 467,JAPAN
NAGOYA CITY UNIV,FAC PHARMACEUT SCI,TANABE DORI,MIZUHO KU,NAGOYA,AICHI 467,JAPAN
ANDO, A
SHIOIRI, T
论文数:
0
引用数:
0
h-index:
0
机构:
NAGOYA CITY UNIV,FAC PHARMACEUT SCI,TANABE DORI,MIZUHO KU,NAGOYA,AICHI 467,JAPAN
NAGOYA CITY UNIV,FAC PHARMACEUT SCI,TANABE DORI,MIZUHO KU,NAGOYA,AICHI 467,JAPAN
SHIOIRI, T
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1987,
(09)
: 656
-
658
[3]
HOMOGENEOUS AND HETEROGENEOUS CATALYTIC ASYMMETRIC REACTIONS .1. ASYMMETRIC HYDROGENATION OF THE PROCHIRAL C=C BOND ON A MODIFIED RANEY NI CATALYST
BARTOK, M
论文数:
0
引用数:
0
h-index:
0
BARTOK, M
WITTMANN, G
论文数:
0
引用数:
0
h-index:
0
WITTMANN, G
GONDOS, G
论文数:
0
引用数:
0
h-index:
0
GONDOS, G
SMITH, GV
论文数:
0
引用数:
0
h-index:
0
SMITH, GV
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1987,
52
(06)
: 1139
-
1141
[4]
Caine D., 1991, Comprehensive Organic Synthesis, V3, P1
[5]
ASYMMETRIC-SYNTHESIS USING HOMOCHIRAL LITHIUM AMIDE BASES
COX, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND
UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND
COX, PJ
SIMPKINS, NS
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND
UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND
SIMPKINS, NS
[J].
TETRAHEDRON-ASYMMETRY,
1991,
2
(01)
: 1
-
26
[6]
METALATED CARBOXYLIC ACIDS .I. ALKYLATION
CREGER, PL
论文数:
0
引用数:
0
h-index:
0
CREGER, PL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1967,
89
(10)
: 2500
-
&
[7]
SUR LA SYNTHESE DES ANTIPODES DU PHENETURIDE[(ALPHA-PHENYL-ALPHA-ETHYL-ACETYL)-UREE] - SYNTHESE DUN (+)-PHENETURIDE RADIOACTIF, MARQUE PAR DU C-14
GOLDAUBERT, P
论文数:
0
引用数:
0
h-index:
0
GOLDAUBERT, P
[J].
HELVETICA CHIMICA ACTA,
1958,
41
(06)
: 1512
-
1515
[8]
CONTROL OF DIASTEREOSELECTIVITY IN ALKYLATION OF CHIRAL LITHIUM ENOLATES MEDIATED BY A CHIRAL SECONDARY AMINE LIGAND
HASEGAWA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
HASEGAWA, Y
KAWASAKI, H
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
KAWASAKI, H
KOGA, K
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
KOGA, K
[J].
TETRAHEDRON LETTERS,
1993,
34
(12)
: 1963
-
1966
[9]
ALKYLATIONS AT THE ALPHA-CARBON OF PHENYLACETIC AND DIPHENYLACETIC ACIDS WITH BENZYL CHLORIDE AND RELATED HALIDES BY ALKALI AMIDES
HAUSER, CR
论文数:
0
引用数:
0
h-index:
0
HAUSER, CR
CHAMBERS, WJ
论文数:
0
引用数:
0
h-index:
0
CHAMBERS, WJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1956,
78
(19)
: 4942
-
4944
[10]
CATALYTIC ASYMMETRIC BENZYLATION OF ACHIRAL LITHIUM ENOLATES USING A CHIRAL LIGAND FOR LITHIUM IN THE PRESENCE OF AN ACHIRAL LIGAND
IMAI, M
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
IMAI, M
HAGIHARA, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
HAGIHARA, A
KAWASAKI, H
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
KAWASAKI, H
MANABE, K
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
MANABE, K
KOGA, K
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
KOGA, K
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1994,
116
(19)
: 8829
-
8830
←
1
2
3
→