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The Cu(OTf)2- and Yb(OTf)3-catalyzed Claisen rearrangement of 2-alkoxycarbonyl-substituted allyl vinyl ethers
被引:37
作者
:
Hiersemann, M
论文数:
0
引用数:
0
h-index:
0
机构:
Tech Univ Dresden, Inst Organ Chem, D-01062 Dresden, Germany
Tech Univ Dresden, Inst Organ Chem, D-01062 Dresden, Germany
Hiersemann, M
[
1
]
Abraham, L
论文数:
0
引用数:
0
h-index:
0
机构:
Tech Univ Dresden, Inst Organ Chem, D-01062 Dresden, Germany
Tech Univ Dresden, Inst Organ Chem, D-01062 Dresden, Germany
Abraham, L
[
1
]
机构
:
[1]
Tech Univ Dresden, Inst Organ Chem, D-01062 Dresden, Germany
来源
:
ORGANIC LETTERS
|
2001年
/ 3卷
/ 01期
关键词
:
D O I
:
10.1021/ol006760w
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
[GRAPHICS] The Cu(OTf)(2)- and Yb(OTf)(3)-catalyzed Claisen rearrangement of 2-alkoxycarbonyl-substituted allyl vinyl ethers has been developed. Reactivity and stereoselectivity strongly depend on the substrate structure.
引用
收藏
页码:49 / 52
页数:4
相关论文
共 19 条
[1]
Aggarwal VK, 2000, EUR J ORG CHEM, V2000, P2939
[2]
ORGANIC QUANTUM CHEMISTRY .33. ELECTRONIC-SPECTRA AND ROTATIONAL BARRIERS OF VINYLBORANE, ALLYL CATION, AND RELATED COMPOUNDS
ALLINGER, NL
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV GEORGIA,DEPT CHEM,ATHENS,GA 30601
ALLINGER, NL
SIEFERT, JH
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV GEORGIA,DEPT CHEM,ATHENS,GA 30601
SIEFERT, JH
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1975,
97
(04)
: 752
-
760
[3]
A novel catalytic and highly enantioselective approach for the synthesis of optically active carbohydrate derivatives
Audrain, H
论文数:
0
引用数:
0
h-index:
0
机构:
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Audrain, H
Thorhauge, J
论文数:
0
引用数:
0
h-index:
0
机构:
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Thorhauge, J
Hazell, RG
论文数:
0
引用数:
0
h-index:
0
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Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Hazell, RG
Jorgensen, KA
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引用数:
0
h-index:
0
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Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Jorgensen, KA
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2000,
65
(15)
: 4487
-
4497
[4]
ENERGY BARRIERS FOR ROTATION ABOUT CARBON-CARBON BONDS IN ALLYL CATIONS
DENO, NC
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0
引用数:
0
h-index:
0
DENO, NC
HADDON, RC
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0
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0
h-index:
0
HADDON, RC
NOWAK, EN
论文数:
0
引用数:
0
h-index:
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NOWAK, EN
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1970,
92
(22)
: 6691
-
+
[5]
Evans D. A., 1999, COMPREHENSIVE ASYMME, V3, P1177
[6]
Chiral copper(II) complexes as Lewis acids for catalyzed cycloaddition, carbonyl addition, and conjugate addition reactions
Evans, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Evans, DA
Rovis, T
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Rovis, T
Johnson, JS
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Johnson, JS
[J].
PURE AND APPLIED CHEMISTRY,
1999,
71
(08)
: 1407
-
1415
[7]
Enantioselective synthesis of dihydropyrans. Catalysis of hetero Diels-Alder reactions by bis(oxazoline) copper(II) complexes
Evans, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Evans, DA
Johnson, JS
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0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Johnson, JS
Olhava, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Olhava, EJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(08)
: 1635
-
1649
[8]
C2-symmetric copper(II) complexes as chiral Lewis acids.: Catalytic enantioselective carbonyl-ene reactions with glyoxylate and pyruvate esters
Evans, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Evans, DA
Tregay, SW
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0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Tregay, SW
Burgey, CS
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Burgey, CS
Paras, NA
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Paras, NA
Vojkovsky, T
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Vojkovsky, T
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(33)
: 7936
-
7943
[9]
Enantioselective Lewis acid catalyzed Michael reactions of alkylidene malonates.: Catalysis by C2-symmetric bis(oxazoline) copper(II) complexes in the synthesis of chiral, differentiated glutarate esters
Evans, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Evans, DA
Rovis, T
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Rovis, T
Kozlowski, MC
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引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Kozlowski, MC
Downey, CW
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Downey, CW
Tedrow, JS
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Tedrow, JS
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(38)
: 9134
-
9142
[10]
Hiersemann M, 2000, SYNTHESIS-STUTTGART, P1279
←
1
2
→
共 19 条
[1]
Aggarwal VK, 2000, EUR J ORG CHEM, V2000, P2939
[2]
ORGANIC QUANTUM CHEMISTRY .33. ELECTRONIC-SPECTRA AND ROTATIONAL BARRIERS OF VINYLBORANE, ALLYL CATION, AND RELATED COMPOUNDS
ALLINGER, NL
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV GEORGIA,DEPT CHEM,ATHENS,GA 30601
ALLINGER, NL
SIEFERT, JH
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV GEORGIA,DEPT CHEM,ATHENS,GA 30601
SIEFERT, JH
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1975,
97
(04)
: 752
-
760
[3]
A novel catalytic and highly enantioselective approach for the synthesis of optically active carbohydrate derivatives
Audrain, H
论文数:
0
引用数:
0
h-index:
0
机构:
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Audrain, H
Thorhauge, J
论文数:
0
引用数:
0
h-index:
0
机构:
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Thorhauge, J
Hazell, RG
论文数:
0
引用数:
0
h-index:
0
机构:
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Hazell, RG
Jorgensen, KA
论文数:
0
引用数:
0
h-index:
0
机构:
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Aarhus Univ, Dept Chem, Ctr Met Catalyzed React, DK-8000 Aarhus C, Denmark
Jorgensen, KA
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2000,
65
(15)
: 4487
-
4497
[4]
ENERGY BARRIERS FOR ROTATION ABOUT CARBON-CARBON BONDS IN ALLYL CATIONS
DENO, NC
论文数:
0
引用数:
0
h-index:
0
DENO, NC
HADDON, RC
论文数:
0
引用数:
0
h-index:
0
HADDON, RC
NOWAK, EN
论文数:
0
引用数:
0
h-index:
0
NOWAK, EN
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1970,
92
(22)
: 6691
-
+
[5]
Evans D. A., 1999, COMPREHENSIVE ASYMME, V3, P1177
[6]
Chiral copper(II) complexes as Lewis acids for catalyzed cycloaddition, carbonyl addition, and conjugate addition reactions
Evans, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Evans, DA
Rovis, T
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Rovis, T
Johnson, JS
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Johnson, JS
[J].
PURE AND APPLIED CHEMISTRY,
1999,
71
(08)
: 1407
-
1415
[7]
Enantioselective synthesis of dihydropyrans. Catalysis of hetero Diels-Alder reactions by bis(oxazoline) copper(II) complexes
Evans, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Evans, DA
Johnson, JS
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Johnson, JS
Olhava, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Olhava, EJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(08)
: 1635
-
1649
[8]
C2-symmetric copper(II) complexes as chiral Lewis acids.: Catalytic enantioselective carbonyl-ene reactions with glyoxylate and pyruvate esters
Evans, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Evans, DA
Tregay, SW
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Tregay, SW
Burgey, CS
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Burgey, CS
Paras, NA
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Paras, NA
Vojkovsky, T
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Vojkovsky, T
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(33)
: 7936
-
7943
[9]
Enantioselective Lewis acid catalyzed Michael reactions of alkylidene malonates.: Catalysis by C2-symmetric bis(oxazoline) copper(II) complexes in the synthesis of chiral, differentiated glutarate esters
Evans, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Evans, DA
Rovis, T
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Rovis, T
Kozlowski, MC
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Kozlowski, MC
Downey, CW
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Downey, CW
Tedrow, JS
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Tedrow, JS
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(38)
: 9134
-
9142
[10]
Hiersemann M, 2000, SYNTHESIS-STUTTGART, P1279
←
1
2
→