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Highly diastereo- and enantioselective Mukaiyama aldol reactions catalyzed by hydrogen bonding
被引:80
作者
:
McGilvra, Jeff D.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
McGilvra, Jeff D.
[
1
]
Unni, Aditya K.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Unni, Aditya K.
[
1
]
Modi, Kriti
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Modi, Kriti
[
1
]
Rawal, Viresh H.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Rawal, Viresh H.
[
1
]
机构
:
[1]
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2006年
/ 45卷
/ 37期
关键词
:
asymmetric catalysis;
enantioselectivity;
hydrogen bonds;
Mukaiyama aldol;
organocatalysis;
D O I
:
10.1002/anie.200601638
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
(Chemical Equation Presented) Enzyme lite: Like a minimalist enzyme, a simple chiral alcohol of the taddol family, 1, catalyzes Mukaiyama aldol reactions between silyl enolates of amides and aldehydes to afford products with high diastereo- and enantioselectivities (see scheme; TBS = tert-butyldimethylsilyl). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:6130 / 6133
页数:4
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A novel and expeditious reduction of tertiary amides to aldehydes using Cp2Zr(H)Cl
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Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
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White, JM
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Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
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0
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Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
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Georg, GI
[J].
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Designer acids: Combined acid catalysis for asymmetric synthesis
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Univ Chicago, Dept Chem, Chicago, IL 60637 USA
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0
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Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Futatsugi, K
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2005,
44
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1942
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Yamamoto H., 2005, ANGEW CHEM, V117, P1958
[54]
Privileged chiral catalysts
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Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
Jacobsen, EN
[J].
SCIENCE,
2003,
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[55]
A versatile catalyst for asymmetric reactions of carbonyl groups working purely by activation through hydrogen bonding: Mukaiyama-aldol, hetero Diels-Alder and Friedel-Crafts reactions
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Aarhus Univ, Danish Natl Res Fdn, DK-8000 Aarhus, Denmark
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Poulsen, TB
Jorgensen, KA
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引用数:
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Aarhus Univ, Danish Natl Res Fdn, DK-8000 Aarhus, Denmark
Aarhus Univ, Danish Natl Res Fdn, DK-8000 Aarhus, Denmark
Jorgensen, KA
[J].
ORGANIC & BIOMOLECULAR CHEMISTRY,
2005,
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: 3284
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←
1
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4
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共 55 条
[51]
A novel and expeditious reduction of tertiary amides to aldehydes using Cp2Zr(H)Cl
White, JM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
White, JM
Tunoori, AR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Tunoori, AR
Georg, GI
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Georg, GI
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(48)
: 11995
-
11996
[52]
Designer acids: Combined acid catalysis for asymmetric synthesis
Yamamoto, H
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Yamamoto, H
Futatsugi, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Univ Chicago, Dept Chem, Chicago, IL 60637 USA
Futatsugi, K
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2005,
44
(13)
: 1924
-
1942
[53]
Yamamoto H., 2005, ANGEW CHEM, V117, P1958
[54]
Privileged chiral catalysts
Yoon, TP
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
Yoon, TP
Jacobsen, EN
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
Jacobsen, EN
[J].
SCIENCE,
2003,
299
(5613)
: 1691
-
1693
[55]
A versatile catalyst for asymmetric reactions of carbonyl groups working purely by activation through hydrogen bonding: Mukaiyama-aldol, hetero Diels-Alder and Friedel-Crafts reactions
Zhuang, W
论文数:
0
引用数:
0
h-index:
0
机构:
Aarhus Univ, Danish Natl Res Fdn, DK-8000 Aarhus, Denmark
Zhuang, W
Poulsen, TB
论文数:
0
引用数:
0
h-index:
0
机构:
Aarhus Univ, Danish Natl Res Fdn, DK-8000 Aarhus, Denmark
Poulsen, TB
Jorgensen, KA
论文数:
0
引用数:
0
h-index:
0
机构:
Aarhus Univ, Danish Natl Res Fdn, DK-8000 Aarhus, Denmark
Aarhus Univ, Danish Natl Res Fdn, DK-8000 Aarhus, Denmark
Jorgensen, KA
[J].
ORGANIC & BIOMOLECULAR CHEMISTRY,
2005,
3
(18)
: 3284
-
3289
←
1
2
3
4
5
6
→