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Catalytic enantioselective crossed aldehyde-ketone benzoin cyclization
被引:205
作者
:
论文数:
引用数:
h-index:
机构:
Takikawa, Hiroshi
Hachisu, Yoshifumi
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Chem, SORST, JST Agcy,Meguro Ku, Tokyo 1528551, Japan
Hachisu, Yoshifumi
Bode, Jeffrey W.
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Chem, SORST, JST Agcy,Meguro Ku, Tokyo 1528551, Japan
Bode, Jeffrey W.
Suzuki, Keisuke
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Chem, SORST, JST Agcy,Meguro Ku, Tokyo 1528551, Japan
Suzuki, Keisuke
机构
:
[1]
Tokyo Inst Technol, Dept Chem, SORST, JST Agcy,Meguro Ku, Tokyo 1528551, Japan
[2]
Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2006年
/ 45卷
/ 21期
关键词
:
asymmetric synthesis;
C-C coupling;
cyclization;
N-heterocyclic carbenes;
tertiary alcohols;
D O I
:
10.1002/anie.200600268
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
(Chemical Equation Presented) Joining together: The catalytic, asymmetric benzoin cyclization of a wide variety ketoaldehydes using chiral triazolium salts of type 1 has been carried out (see scheme). The corresponding cyclized products were prepared in high yields and with excellent enantioselectivities. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3492 / 3494
页数:3
相关论文
共 42 条
[1]
Structural incongruities of coleophomone natural products: insights by total synthesis of a semi-synthetic derivative
Bode, JW
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Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Bode, JW
Suzuki, K
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机构:
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Suzuki, K
[J].
TETRAHEDRON LETTERS,
2003,
44
(17)
: 3559
-
3563
[2]
Amine-promoted cyclocondensation of highly substituted aromatic nitrile oxides with diketones
Bode, JW
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Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Bode, JW
Hachisu, Y
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Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Hachisu, Y
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Matsuura, T
Suzuki, K
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0
引用数:
0
h-index:
0
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Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Suzuki, K
[J].
TETRAHEDRON LETTERS,
2003,
44
(17)
: 3555
-
3558
[3]
ON THE MECHANISM OF THIAMINE ACTION .4. EVIDENCE FROM STUDIES ON MODEL SYSTEMS
BRESLOW, R
论文数:
0
引用数:
0
h-index:
0
BRESLOW, R
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1958,
80
(14)
: 3719
-
3726
[4]
New developments in the asymmetric Stetter reaction
Christmann, M
论文数:
0
引用数:
0
h-index:
0
机构:
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
Christmann, M
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2005,
44
(18)
: 2632
-
2634
[5]
Christmann M., 2005, ANGEW CHEM, V117, P2688
[6]
ENANTIOSELECTIVE SYNTHESIS OF TERTIARY ALPHA-HYDROXY CARBONYL-COMPOUNDS USING ((8,8-DICHLOROCAMPHORYL)SULFONYL)OXAZIRIDINE
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Drexel University, Philadelphia
DAVIS, FA
WEISMILLER, MC
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Drexel University, Philadelphia
WEISMILLER, MC
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1990,
55
(12)
: 3715
-
3717
[7]
A highly enantio- and diastereoselective catalytic intramolecular stetter reaction
de Alaniz, JR
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0
引用数:
0
h-index:
0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
de Alaniz, JR
Rovis, T
论文数:
0
引用数:
0
h-index:
0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
Rovis, T
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005,
127
(17)
: 6284
-
6289
[8]
Development of a donor-acceptor concept for enzymatic cross-coupling reactions of aldehydes:: The first asymmetric cross-benzoin condensation
Dünkelmann, P
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0
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0
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Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Dünkelmann, P
Kolter-Jung, D
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0
引用数:
0
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0
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Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Kolter-Jung, D
Nitsche, A
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0
引用数:
0
h-index:
0
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Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Nitsche, A
Demir, AS
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0
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0
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Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Demir, AS
Siegert, P
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Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Siegert, P
Lingen, B
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0
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0
h-index:
0
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Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Lingen, B
Baumann, M
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0
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0
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0
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Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Baumann, M
Pohl, M
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0
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0
h-index:
0
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Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Pohl, M
Müller, M
论文数:
0
引用数:
0
h-index:
0
机构:
Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Müller, M
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(41)
: 12084
-
12085
[9]
Asymmetric intramolecular crossed-benzoin reactions by N-heterocyclic carbene catalysis
Enders, D
论文数:
0
引用数:
0
h-index:
0
机构:
RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
Enders, D
Niemeier, O
论文数:
0
引用数:
0
h-index:
0
机构:
RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
Niemeier, O
Balensiefer, T
论文数:
0
引用数:
0
h-index:
0
机构:
RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
Balensiefer, T
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2006,
45
(09)
: 1463
-
1467
[10]
Thiazol-2-ylidene catalysis in intramolecular crossed aldehyde-ketone benzoin reactions
Enders, D
论文数:
0
引用数:
0
h-index:
0
机构:
Rhein Westfal TH Aachen Klinikum, Inst Organ Chem, D-52074 Aachen, Germany
Rhein Westfal TH Aachen Klinikum, Inst Organ Chem, D-52074 Aachen, Germany
Enders, D
Niemeier, O
论文数:
0
引用数:
0
h-index:
0
机构:
Rhein Westfal TH Aachen Klinikum, Inst Organ Chem, D-52074 Aachen, Germany
Rhein Westfal TH Aachen Klinikum, Inst Organ Chem, D-52074 Aachen, Germany
Niemeier, O
[J].
SYNLETT,
2004,
(12)
: 2111
-
2114
←
1
2
3
4
5
→
共 42 条
[1]
Structural incongruities of coleophomone natural products: insights by total synthesis of a semi-synthetic derivative
Bode, JW
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Bode, JW
Suzuki, K
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Suzuki, K
[J].
TETRAHEDRON LETTERS,
2003,
44
(17)
: 3559
-
3563
[2]
Amine-promoted cyclocondensation of highly substituted aromatic nitrile oxides with diketones
Bode, JW
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Bode, JW
Hachisu, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Hachisu, Y
论文数:
引用数:
h-index:
机构:
Matsuura, T
Suzuki, K
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
Suzuki, K
[J].
TETRAHEDRON LETTERS,
2003,
44
(17)
: 3555
-
3558
[3]
ON THE MECHANISM OF THIAMINE ACTION .4. EVIDENCE FROM STUDIES ON MODEL SYSTEMS
BRESLOW, R
论文数:
0
引用数:
0
h-index:
0
BRESLOW, R
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1958,
80
(14)
: 3719
-
3726
[4]
New developments in the asymmetric Stetter reaction
Christmann, M
论文数:
0
引用数:
0
h-index:
0
机构:
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
Christmann, M
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2005,
44
(18)
: 2632
-
2634
[5]
Christmann M., 2005, ANGEW CHEM, V117, P2688
[6]
ENANTIOSELECTIVE SYNTHESIS OF TERTIARY ALPHA-HYDROXY CARBONYL-COMPOUNDS USING ((8,8-DICHLOROCAMPHORYL)SULFONYL)OXAZIRIDINE
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Drexel University, Philadelphia
DAVIS, FA
WEISMILLER, MC
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Drexel University, Philadelphia
WEISMILLER, MC
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1990,
55
(12)
: 3715
-
3717
[7]
A highly enantio- and diastereoselective catalytic intramolecular stetter reaction
de Alaniz, JR
论文数:
0
引用数:
0
h-index:
0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
de Alaniz, JR
Rovis, T
论文数:
0
引用数:
0
h-index:
0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
Rovis, T
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005,
127
(17)
: 6284
-
6289
[8]
Development of a donor-acceptor concept for enzymatic cross-coupling reactions of aldehydes:: The first asymmetric cross-benzoin condensation
Dünkelmann, P
论文数:
0
引用数:
0
h-index:
0
机构:
Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Dünkelmann, P
Kolter-Jung, D
论文数:
0
引用数:
0
h-index:
0
机构:
Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Kolter-Jung, D
Nitsche, A
论文数:
0
引用数:
0
h-index:
0
机构:
Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Nitsche, A
Demir, AS
论文数:
0
引用数:
0
h-index:
0
机构:
Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Demir, AS
Siegert, P
论文数:
0
引用数:
0
h-index:
0
机构:
Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Siegert, P
Lingen, B
论文数:
0
引用数:
0
h-index:
0
机构:
Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Lingen, B
Baumann, M
论文数:
0
引用数:
0
h-index:
0
机构:
Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Baumann, M
Pohl, M
论文数:
0
引用数:
0
h-index:
0
机构:
Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Pohl, M
Müller, M
论文数:
0
引用数:
0
h-index:
0
机构:
Forschungszentrum, Inst Biotechnol 2, D-52425 Julich, Germany
Müller, M
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(41)
: 12084
-
12085
[9]
Asymmetric intramolecular crossed-benzoin reactions by N-heterocyclic carbene catalysis
Enders, D
论文数:
0
引用数:
0
h-index:
0
机构:
RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
Enders, D
Niemeier, O
论文数:
0
引用数:
0
h-index:
0
机构:
RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
Niemeier, O
Balensiefer, T
论文数:
0
引用数:
0
h-index:
0
机构:
RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
RWTH Aachen Univ, Inst Organ Chem, D-52074 Aachen, Germany
Balensiefer, T
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2006,
45
(09)
: 1463
-
1467
[10]
Thiazol-2-ylidene catalysis in intramolecular crossed aldehyde-ketone benzoin reactions
Enders, D
论文数:
0
引用数:
0
h-index:
0
机构:
Rhein Westfal TH Aachen Klinikum, Inst Organ Chem, D-52074 Aachen, Germany
Rhein Westfal TH Aachen Klinikum, Inst Organ Chem, D-52074 Aachen, Germany
Enders, D
Niemeier, O
论文数:
0
引用数:
0
h-index:
0
机构:
Rhein Westfal TH Aachen Klinikum, Inst Organ Chem, D-52074 Aachen, Germany
Rhein Westfal TH Aachen Klinikum, Inst Organ Chem, D-52074 Aachen, Germany
Niemeier, O
[J].
SYNLETT,
2004,
(12)
: 2111
-
2114
←
1
2
3
4
5
→