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Asymmetric Friedel-Crafts reaction: An application to the synthesis of an etodolac analogue.
被引:18
作者
:
Cabral, LM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Cabral, LM
Costa, PRR
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Costa, PRR
Vasconcellos, MLAA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Vasconcellos, MLAA
Barreiro, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Barreiro, EJ
Castro, RN
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Castro, RN
机构
:
[1]
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
[2]
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 2,BR-21941590 RIO JANEIRO,BRAZIL
[3]
UNIV FED RIO JANEIRO,FAC FARM,LASSBIO,BR-21941590 RIO JANEIRO,BRAZIL
来源
:
SYNTHETIC COMMUNICATIONS
|
1996年
/ 26卷
/ 19期
关键词
:
D O I
:
10.1080/00397919608003781
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
An Etodolac analogue, (-)-7, was prepared in 40% ee. by asymmetric Friedel-Crafts reaction, involving tryptophol 4 and chiral beta-ketobutyrate 5f, followed by hydrolysis.
引用
收藏
页码:3671 / 3676
页数:6
相关论文
共 11 条
[1]
SYNTHESIS OF OPTICALLY-ACTIVE 4-HYDROXYMANDELIC ACID AND DERIVATIVES VIA REGIOSELECTIVE AND STEREOSELECTIVE FRIEDEL-CRAFTS ALKYLATION
[J].
BIGI, F
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento di Chimica Organica, Industriale dell'Università, I-43100 Parma, Viale delle Scienze
BIGI, F
;
SARTORI, G
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento di Chimica Organica, Industriale dell'Università, I-43100 Parma, Viale delle Scienze
SARTORI, G
;
MAGGI, R
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento di Chimica Organica, Industriale dell'Università, I-43100 Parma, Viale delle Scienze
MAGGI, R
;
CANTARELLI, E
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento di Chimica Organica, Industriale dell'Università, I-43100 Parma, Viale delle Scienze
CANTARELLI, E
;
GALAVERNA, G
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento di Chimica Organica, Industriale dell'Università, I-43100 Parma, Viale delle Scienze
GALAVERNA, G
.
TETRAHEDRON-ASYMMETRY,
1993,
4
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-2414
[2]
PREPARATION OF AN OPTICALLY-ACTIVE PROSTAGLANDIN INTERMEDIATE VIA ASYMMETRIC INDUCTION
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
HARVARD UNIV,DEPT CHEM,CAMBRIDGE,MA 02138
HARVARD UNIV,DEPT CHEM,CAMBRIDGE,MA 02138
COREY, EJ
;
ENSLEY, HE
论文数:
0
引用数:
0
h-index:
0
机构:
HARVARD UNIV,DEPT CHEM,CAMBRIDGE,MA 02138
HARVARD UNIV,DEPT CHEM,CAMBRIDGE,MA 02138
ENSLEY, HE
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1975,
97
(23)
:6908
-6909
[3]
ENANTIOSELECTIVE SYNTHESIS OF BETA-AMINO ESTERS THROUGH HIGH-PRESSURE-INDUCED ADDITION OF AMINES TO ALPHA,BETA-ETHYLENIC ESTERS
[J].
DANGELO, J
论文数:
0
引用数:
0
h-index:
0
DANGELO, J
;
MADDALUNO, J
论文数:
0
引用数:
0
h-index:
0
MADDALUNO, J
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1986,
108
(25)
:8112
-8114
[4]
RESOLUTION OF ETODOLAC AND ANTI-INFLAMMATORY AND PROSTAGLANDIN SYNTHETASE INHIBITING PROPERTIES OF THE ENANTIOMERS
[J].
DEMERSON, CA
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
DEMERSON, CA
;
HUMBER, LG
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
HUMBER, LG
;
ABRAHAM, NA
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
ABRAHAM, NA
;
SCHILLING, G
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
SCHILLING, G
;
MARTEL, RR
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
MARTEL, RR
;
PACEASCIAK, C
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
PACEASCIAK, C
.
JOURNAL OF MEDICINAL CHEMISTRY,
1983,
26
(12)
:1778
-1780
[5]
ETODOLIC ACID AND RELATED COMPOUNDS - CHEMISTRY AND ANTIINFLAMMATORY ACTIONS OF SOME POTENT DISUBSTITUTED AND TRISUBSTITUTED 1,3,4,9-TETRAHYDROPYRANO[3,4-B]INDOLE-1-ACETIC ACIDS
[J].
DEMERSON, CA
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT PHARMACOL,MONTREAL,QUEBEC,CANADA
DEMERSON, CA
;
HUMBER, LG
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT PHARMACOL,MONTREAL,QUEBEC,CANADA
HUMBER, LG
;
PHILIPP, AH
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT PHARMACOL,MONTREAL,QUEBEC,CANADA
PHILIPP, AH
;
MARTEL, RR
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT PHARMACOL,MONTREAL,QUEBEC,CANADA
MARTEL, RR
.
JOURNAL OF MEDICINAL CHEMISTRY,
1976,
19
(03)
:391
-395
[6]
H-1, C-13 AND O-17 NMR SPECTROSCOPIC STUDY OF 4 BICYCLO [3.1.1]HEPTENES (DERIVATIVES OF ALPHA-PINENE) AND 4 BICYCLO [3.1.1]HEPTANES (DERIVATIVES OF BETA-PINENE)
[J].
LAIHIA, K
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Jyväskylä, Jyväskylä, SF-40351
LAIHIA, K
;
KOLEHMAINEN, E
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Jyväskylä, Jyväskylä, SF-40351
KOLEHMAINEN, E
;
MALKAVAARA, P
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Jyväskylä, Jyväskylä, SF-40351
MALKAVAARA, P
;
KORVOLA, J
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Jyväskylä, Jyväskylä, SF-40351
KORVOLA, J
;
MANTTARI, P
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Jyväskylä, Jyväskylä, SF-40351
MANTTARI, P
;
KAUPPINEN, R
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Jyväskylä, Jyväskylä, SF-40351
KAUPPINEN, R
.
MAGNETIC RESONANCE IN CHEMISTRY,
1992,
30
(08)
:754
-759
[7]
OPPOLZER W, 1987, TETRAHEDRON, V43, P1969, DOI 10.1016/S0040-4020(01)86780-6
[8]
WILL THE REAL BETA-PINENE PLEASE STAND UP
[J].
SMITH, WB
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Texas Christian University, Fort Worth, Texas
SMITH, WB
.
MAGNETIC RESONANCE IN CHEMISTRY,
1994,
32
(05)
:316
-319
[9]
ENANTIOSELECTIVE CONSTRUCTION OF DIALKYLCARBINOLS - SYNTHESIS OF (-)-5-HEXADECANOLIDE
[J].
TABER, DF
论文数:
0
引用数:
0
h-index:
0
TABER, DF
;
DEKER, PB
论文数:
0
引用数:
0
h-index:
0
DEKER, PB
;
GAUL, MD
论文数:
0
引用数:
0
h-index:
0
GAUL, MD
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1987,
109
(24)
:7488
-7494
[10]
NEW CHIRAL AUXILIARIES DERIVED FROM BETA-PINENE - THEIR USE IN THE ASYMMETRIC REDUCTION OF BETA-KETO-ESTERS
[J].
VASCONCELLOS, ML
论文数:
0
引用数:
0
h-index:
0
机构:
ECOLE SUPER PHYS & CHIM IND VILLE PARIS,CNRS,UNITE CHIM ORGAN,10 RUE VAUQUELIN,F-75231 PARIS 05,FRANCE
VASCONCELLOS, ML
;
DANGELO, J
论文数:
0
引用数:
0
h-index:
0
机构:
ECOLE SUPER PHYS & CHIM IND VILLE PARIS,CNRS,UNITE CHIM ORGAN,10 RUE VAUQUELIN,F-75231 PARIS 05,FRANCE
DANGELO, J
;
DESMAELE, D
论文数:
0
引用数:
0
h-index:
0
机构:
ECOLE SUPER PHYS & CHIM IND VILLE PARIS,CNRS,UNITE CHIM ORGAN,10 RUE VAUQUELIN,F-75231 PARIS 05,FRANCE
DESMAELE, D
;
COSTA, PRR
论文数:
0
引用数:
0
h-index:
0
机构:
ECOLE SUPER PHYS & CHIM IND VILLE PARIS,CNRS,UNITE CHIM ORGAN,10 RUE VAUQUELIN,F-75231 PARIS 05,FRANCE
COSTA, PRR
;
POTIN, D
论文数:
0
引用数:
0
h-index:
0
机构:
ECOLE SUPER PHYS & CHIM IND VILLE PARIS,CNRS,UNITE CHIM ORGAN,10 RUE VAUQUELIN,F-75231 PARIS 05,FRANCE
POTIN, D
.
TETRAHEDRON-ASYMMETRY,
1991,
2
(05)
:353
-356
←
1
2
→
共 11 条
[1]
SYNTHESIS OF OPTICALLY-ACTIVE 4-HYDROXYMANDELIC ACID AND DERIVATIVES VIA REGIOSELECTIVE AND STEREOSELECTIVE FRIEDEL-CRAFTS ALKYLATION
[J].
BIGI, F
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento di Chimica Organica, Industriale dell'Università, I-43100 Parma, Viale delle Scienze
BIGI, F
;
SARTORI, G
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento di Chimica Organica, Industriale dell'Università, I-43100 Parma, Viale delle Scienze
SARTORI, G
;
MAGGI, R
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento di Chimica Organica, Industriale dell'Università, I-43100 Parma, Viale delle Scienze
MAGGI, R
;
CANTARELLI, E
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento di Chimica Organica, Industriale dell'Università, I-43100 Parma, Viale delle Scienze
CANTARELLI, E
;
GALAVERNA, G
论文数:
0
引用数:
0
h-index:
0
机构:
Dipartimento di Chimica Organica, Industriale dell'Università, I-43100 Parma, Viale delle Scienze
GALAVERNA, G
.
TETRAHEDRON-ASYMMETRY,
1993,
4
(12)
:2411
-2414
[2]
PREPARATION OF AN OPTICALLY-ACTIVE PROSTAGLANDIN INTERMEDIATE VIA ASYMMETRIC INDUCTION
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
HARVARD UNIV,DEPT CHEM,CAMBRIDGE,MA 02138
HARVARD UNIV,DEPT CHEM,CAMBRIDGE,MA 02138
COREY, EJ
;
ENSLEY, HE
论文数:
0
引用数:
0
h-index:
0
机构:
HARVARD UNIV,DEPT CHEM,CAMBRIDGE,MA 02138
HARVARD UNIV,DEPT CHEM,CAMBRIDGE,MA 02138
ENSLEY, HE
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1975,
97
(23)
:6908
-6909
[3]
ENANTIOSELECTIVE SYNTHESIS OF BETA-AMINO ESTERS THROUGH HIGH-PRESSURE-INDUCED ADDITION OF AMINES TO ALPHA,BETA-ETHYLENIC ESTERS
[J].
DANGELO, J
论文数:
0
引用数:
0
h-index:
0
DANGELO, J
;
MADDALUNO, J
论文数:
0
引用数:
0
h-index:
0
MADDALUNO, J
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1986,
108
(25)
:8112
-8114
[4]
RESOLUTION OF ETODOLAC AND ANTI-INFLAMMATORY AND PROSTAGLANDIN SYNTHETASE INHIBITING PROPERTIES OF THE ENANTIOMERS
[J].
DEMERSON, CA
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
DEMERSON, CA
;
HUMBER, LG
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
HUMBER, LG
;
ABRAHAM, NA
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
ABRAHAM, NA
;
SCHILLING, G
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
SCHILLING, G
;
MARTEL, RR
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
MARTEL, RR
;
PACEASCIAK, C
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
PACEASCIAK, C
.
JOURNAL OF MEDICINAL CHEMISTRY,
1983,
26
(12)
:1778
-1780
[5]
ETODOLIC ACID AND RELATED COMPOUNDS - CHEMISTRY AND ANTIINFLAMMATORY ACTIONS OF SOME POTENT DISUBSTITUTED AND TRISUBSTITUTED 1,3,4,9-TETRAHYDROPYRANO[3,4-B]INDOLE-1-ACETIC ACIDS
[J].
DEMERSON, CA
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT PHARMACOL,MONTREAL,QUEBEC,CANADA
DEMERSON, CA
;
HUMBER, LG
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT PHARMACOL,MONTREAL,QUEBEC,CANADA
HUMBER, LG
;
PHILIPP, AH
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT PHARMACOL,MONTREAL,QUEBEC,CANADA
PHILIPP, AH
;
MARTEL, RR
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT PHARMACOL,MONTREAL,QUEBEC,CANADA
MARTEL, RR
.
JOURNAL OF MEDICINAL CHEMISTRY,
1976,
19
(03)
:391
-395
[6]
H-1, C-13 AND O-17 NMR SPECTROSCOPIC STUDY OF 4 BICYCLO [3.1.1]HEPTENES (DERIVATIVES OF ALPHA-PINENE) AND 4 BICYCLO [3.1.1]HEPTANES (DERIVATIVES OF BETA-PINENE)
[J].
LAIHIA, K
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Jyväskylä, Jyväskylä, SF-40351
LAIHIA, K
;
KOLEHMAINEN, E
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Jyväskylä, Jyväskylä, SF-40351
KOLEHMAINEN, E
;
MALKAVAARA, P
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Jyväskylä, Jyväskylä, SF-40351
MALKAVAARA, P
;
KORVOLA, J
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Jyväskylä, Jyväskylä, SF-40351
KORVOLA, J
;
MANTTARI, P
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Jyväskylä, Jyväskylä, SF-40351
MANTTARI, P
;
KAUPPINEN, R
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Jyväskylä, Jyväskylä, SF-40351
KAUPPINEN, R
.
MAGNETIC RESONANCE IN CHEMISTRY,
1992,
30
(08)
:754
-759
[7]
OPPOLZER W, 1987, TETRAHEDRON, V43, P1969, DOI 10.1016/S0040-4020(01)86780-6
[8]
WILL THE REAL BETA-PINENE PLEASE STAND UP
[J].
SMITH, WB
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Texas Christian University, Fort Worth, Texas
SMITH, WB
.
MAGNETIC RESONANCE IN CHEMISTRY,
1994,
32
(05)
:316
-319
[9]
ENANTIOSELECTIVE CONSTRUCTION OF DIALKYLCARBINOLS - SYNTHESIS OF (-)-5-HEXADECANOLIDE
[J].
TABER, DF
论文数:
0
引用数:
0
h-index:
0
TABER, DF
;
DEKER, PB
论文数:
0
引用数:
0
h-index:
0
DEKER, PB
;
GAUL, MD
论文数:
0
引用数:
0
h-index:
0
GAUL, MD
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1987,
109
(24)
:7488
-7494
[10]
NEW CHIRAL AUXILIARIES DERIVED FROM BETA-PINENE - THEIR USE IN THE ASYMMETRIC REDUCTION OF BETA-KETO-ESTERS
[J].
VASCONCELLOS, ML
论文数:
0
引用数:
0
h-index:
0
机构:
ECOLE SUPER PHYS & CHIM IND VILLE PARIS,CNRS,UNITE CHIM ORGAN,10 RUE VAUQUELIN,F-75231 PARIS 05,FRANCE
VASCONCELLOS, ML
;
DANGELO, J
论文数:
0
引用数:
0
h-index:
0
机构:
ECOLE SUPER PHYS & CHIM IND VILLE PARIS,CNRS,UNITE CHIM ORGAN,10 RUE VAUQUELIN,F-75231 PARIS 05,FRANCE
DANGELO, J
;
DESMAELE, D
论文数:
0
引用数:
0
h-index:
0
机构:
ECOLE SUPER PHYS & CHIM IND VILLE PARIS,CNRS,UNITE CHIM ORGAN,10 RUE VAUQUELIN,F-75231 PARIS 05,FRANCE
DESMAELE, D
;
COSTA, PRR
论文数:
0
引用数:
0
h-index:
0
机构:
ECOLE SUPER PHYS & CHIM IND VILLE PARIS,CNRS,UNITE CHIM ORGAN,10 RUE VAUQUELIN,F-75231 PARIS 05,FRANCE
COSTA, PRR
;
POTIN, D
论文数:
0
引用数:
0
h-index:
0
机构:
ECOLE SUPER PHYS & CHIM IND VILLE PARIS,CNRS,UNITE CHIM ORGAN,10 RUE VAUQUELIN,F-75231 PARIS 05,FRANCE
POTIN, D
.
TETRAHEDRON-ASYMMETRY,
1991,
2
(05)
:353
-356
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