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CARBENOID TRANSFER TO IMINES - A NEW ASYMMETRIC CATALYTIC SYNTHESIS OF AZIRIDINES
被引:232
作者
:
HANSEN, KB
论文数:
0
引用数:
0
h-index:
0
机构:
HARVARD UNIV, DEPT CHEM, CAMBRIDGE, MA 02138 USA
HARVARD UNIV, DEPT CHEM, CAMBRIDGE, MA 02138 USA
HANSEN, KB
[
1
]
FINNEY, NS
论文数:
0
引用数:
0
h-index:
0
机构:
HARVARD UNIV, DEPT CHEM, CAMBRIDGE, MA 02138 USA
HARVARD UNIV, DEPT CHEM, CAMBRIDGE, MA 02138 USA
FINNEY, NS
[
1
]
JACOBSEN, EN
论文数:
0
引用数:
0
h-index:
0
机构:
HARVARD UNIV, DEPT CHEM, CAMBRIDGE, MA 02138 USA
HARVARD UNIV, DEPT CHEM, CAMBRIDGE, MA 02138 USA
JACOBSEN, EN
[
1
]
机构
:
[1]
HARVARD UNIV, DEPT CHEM, CAMBRIDGE, MA 02138 USA
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
1995年
/ 34卷
/ 06期
关键词
:
ASYMMETRIC SYNTHESIS;
AZIRIDINES;
CHIRAL LIGANDS;
COPPER COMPLEXES;
D O I
:
10.1002/anie.199506761
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
An azomethine ylide is invoked as an intermediate in the copper‐catalyzed addition of diazoesters to imines [Eq. (a)]. Coordinated to the chiral copper(I)–bis(dihydrooxazole) catalyst, these intermediates cyclize to produce enantiomerically enriched 1,3‐diaryl‐2‐carboxyethylaziridines (44–67% ee). (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:676 / 678
页数:3
相关论文
共 35 条
[1]
NUCLEAR MAGNETIC RESONANCE SPECTRA AND NITROGEN INVERSION IN 1-ACYLAZIRIDINES
ANET, FAL
论文数:
0
引用数:
0
h-index:
0
ANET, FAL
OSYANY, JM
论文数:
0
引用数:
0
h-index:
0
OSYANY, JM
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1967,
89
(02)
: 352
-
&
[2]
ELECTROPHILIC SUBSTITUTION AT SATURATED CARBON.31. EFFECTS OF ATTACHED SECOND-ROW ELEMENTS ON RATES OF NITROGEN INVERSION IN AZIRIDINES
ANET, FAL
论文数:
0
引用数:
0
h-index:
0
ANET, FAL
TREPKA, RD
论文数:
0
引用数:
0
h-index:
0
TREPKA, RD
CRAM, DJ
论文数:
0
引用数:
0
h-index:
0
CRAM, DJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1967,
89
(02)
: 357
-
&
[3]
CATALYTIC ASYMMETRIC-SYNTHESIS OF CYCLOPROPANE-CARBOXYLIC ACIDS - AN APPLICATION OF CHIRAL COPPER CARBENOID REACTION
ARATANI, T
论文数:
0
引用数:
0
h-index:
0
ARATANI, T
[J].
PURE AND APPLIED CHEMISTRY,
1985,
57
(12)
: 1839
-
1844
[4]
BARET P, 1972, B SOC CHIM FR, P2493
[5]
BARTNIK M, 1984, TETRAHEDRON LETT, P2569
[6]
ASYMMETRIC PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION USING PHOSPHORUS-CONTAINING OXAZOLINE LIGANDS
DAWSON, GJ
论文数:
0
引用数:
0
h-index:
0
机构:
LOUGHBOROUGH UNIV TECHNOL,DEPT CHEM,LOUGHBOROUGH LE11 3TU,LEICS,ENGLAND
DAWSON, GJ
FROST, CG
论文数:
0
引用数:
0
h-index:
0
机构:
LOUGHBOROUGH UNIV TECHNOL,DEPT CHEM,LOUGHBOROUGH LE11 3TU,LEICS,ENGLAND
FROST, CG
WILLIAMS, JMJ
论文数:
0
引用数:
0
h-index:
0
机构:
LOUGHBOROUGH UNIV TECHNOL,DEPT CHEM,LOUGHBOROUGH LE11 3TU,LEICS,ENGLAND
WILLIAMS, JMJ
[J].
TETRAHEDRON LETTERS,
1993,
34
(19)
: 3149
-
3150
[7]
DEYRUP JA, 1983, HETEROCYCLES, V4, P1
[8]
DOYLE MP, 1995, CATALYTIC ASYMMETRIC, P63
[9]
BIS(OXAZOLINES) AS CHIRAL LIGANDS IN METAL-CATALYZED ASYMMETRIC REACTIONS - CATALYTIC, ASYMMETRIC CYCLOPROPANATION OF OLEFINS
EVANS, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
EVANS, DA
WOERPEL, KA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
WOERPEL, KA
HINMAN, MM
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
HINMAN, MM
FAUL, MM
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
FAUL, MM
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991,
113
(02)
: 726
-
728
[10]
BIS(OXAZOLINE) COPPER-COMPLEXES AS CHIRAL CATALYSTS FOR THE ENANTIOSELECTIVE AZIRIDINATION OF OLEFINS
EVANS, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
EVANS, DA
FAUL, MM
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
FAUL, MM
BILODEAU, MT
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
BILODEAU, MT
ANDERSON, BA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
ANDERSON, BA
BARNES, DM
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
BARNES, DM
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1993,
115
(12)
: 5328
-
5329
←
1
2
3
4
→
共 35 条
[1]
NUCLEAR MAGNETIC RESONANCE SPECTRA AND NITROGEN INVERSION IN 1-ACYLAZIRIDINES
ANET, FAL
论文数:
0
引用数:
0
h-index:
0
ANET, FAL
OSYANY, JM
论文数:
0
引用数:
0
h-index:
0
OSYANY, JM
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1967,
89
(02)
: 352
-
&
[2]
ELECTROPHILIC SUBSTITUTION AT SATURATED CARBON.31. EFFECTS OF ATTACHED SECOND-ROW ELEMENTS ON RATES OF NITROGEN INVERSION IN AZIRIDINES
ANET, FAL
论文数:
0
引用数:
0
h-index:
0
ANET, FAL
TREPKA, RD
论文数:
0
引用数:
0
h-index:
0
TREPKA, RD
CRAM, DJ
论文数:
0
引用数:
0
h-index:
0
CRAM, DJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1967,
89
(02)
: 357
-
&
[3]
CATALYTIC ASYMMETRIC-SYNTHESIS OF CYCLOPROPANE-CARBOXYLIC ACIDS - AN APPLICATION OF CHIRAL COPPER CARBENOID REACTION
ARATANI, T
论文数:
0
引用数:
0
h-index:
0
ARATANI, T
[J].
PURE AND APPLIED CHEMISTRY,
1985,
57
(12)
: 1839
-
1844
[4]
BARET P, 1972, B SOC CHIM FR, P2493
[5]
BARTNIK M, 1984, TETRAHEDRON LETT, P2569
[6]
ASYMMETRIC PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION USING PHOSPHORUS-CONTAINING OXAZOLINE LIGANDS
DAWSON, GJ
论文数:
0
引用数:
0
h-index:
0
机构:
LOUGHBOROUGH UNIV TECHNOL,DEPT CHEM,LOUGHBOROUGH LE11 3TU,LEICS,ENGLAND
DAWSON, GJ
FROST, CG
论文数:
0
引用数:
0
h-index:
0
机构:
LOUGHBOROUGH UNIV TECHNOL,DEPT CHEM,LOUGHBOROUGH LE11 3TU,LEICS,ENGLAND
FROST, CG
WILLIAMS, JMJ
论文数:
0
引用数:
0
h-index:
0
机构:
LOUGHBOROUGH UNIV TECHNOL,DEPT CHEM,LOUGHBOROUGH LE11 3TU,LEICS,ENGLAND
WILLIAMS, JMJ
[J].
TETRAHEDRON LETTERS,
1993,
34
(19)
: 3149
-
3150
[7]
DEYRUP JA, 1983, HETEROCYCLES, V4, P1
[8]
DOYLE MP, 1995, CATALYTIC ASYMMETRIC, P63
[9]
BIS(OXAZOLINES) AS CHIRAL LIGANDS IN METAL-CATALYZED ASYMMETRIC REACTIONS - CATALYTIC, ASYMMETRIC CYCLOPROPANATION OF OLEFINS
EVANS, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
EVANS, DA
WOERPEL, KA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
WOERPEL, KA
HINMAN, MM
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
HINMAN, MM
FAUL, MM
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
FAUL, MM
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991,
113
(02)
: 726
-
728
[10]
BIS(OXAZOLINE) COPPER-COMPLEXES AS CHIRAL CATALYSTS FOR THE ENANTIOSELECTIVE AZIRIDINATION OF OLEFINS
EVANS, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
EVANS, DA
FAUL, MM
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
FAUL, MM
BILODEAU, MT
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
BILODEAU, MT
ANDERSON, BA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
ANDERSON, BA
BARNES, DM
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Harvard University, Cambridge
BARNES, DM
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1993,
115
(12)
: 5328
-
5329
←
1
2
3
4
→