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Enantioselective total synthesis of (+)-testudinariol A using a new nickel-catalyzed allenyl aldehyde cyclization
被引:30
作者
:
Amarasinghe, KKD
论文数:
0
引用数:
0
h-index:
0
机构:
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
Amarasinghe, KKD
[
1
]
论文数:
引用数:
h-index:
机构:
Montgomery, J
[
1
]
机构
:
[1]
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
来源
:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
|
2002年
/ 124卷
/ 32期
关键词
:
D O I
:
10.1021/ja027148y
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
An enantioselective total synthesis of (+)-testudinariol A was completed. A new nickel-catalyzed allenyl aldehyde cyclization was developed in the approach. In addition, an asymmetric anti aldol reaction and a two-directional oxocarbenium ion/vinyl silane condensation were employed as key steps. Copyright © 2002 American Chemical Society.
引用
收藏
页码:9366 / 9367
页数:2
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VINYLSILANE-TERMINATED AND ALKYNYLSILANE-TERMINATED CYCLIZATION REACTIONS
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UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
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PREPARATION OF 7-MEMBERED-RING CYCLIC ETHERS AND 3-ALKYLIDENETETRAHYDROPYRANS FROM THE CYCLIZATION OF OXONIUM CATIONS DERIVED FROM UNSUBSTITUTED AND SILICON-CONTAINING 4-ALKEN-1-OLS
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[J].
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1989,
54
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5707
[4]
A stereodivergent approach to (-)-α-kainic acid and (+)-α-allokainic acid utilizing the complementarity of alkyne and allene cyclizations
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Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
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2-DIRECTIONAL SYNTHESIS AND ITS USE IN NATURAL PRODUCT SYNTHESIS
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Department of Chemistry University of Alberta, Edmonton
MAGNUSON, SR
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: 2167
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STEREOSELECTIVE TRISUBSTITUTED OLEFIN SYNTHESIS VIA VINYLSILANES
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Department of Chemistry, University of California, Davis
MILLER, RB
MCGARVEY, G
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0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of California, Davis
MCGARVEY, G
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1979,
44
(25)
: 4623
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4633
[8]
A new stereoselective method for the preparation of allylic alcohols
Oblinger, E
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WAYNE STATE UNIV,DEPT CHEM,DETROIT,MI 48202
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Montgomery, J
[J].
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Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan
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Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan
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Sato, F
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0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan
Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan
Sato, F
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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123
(20)
: 4857
-
4858
[10]
ACETAL-INITIATED CYCLIZATIONS OF VINYLSILANES - A GENERAL-SYNTHESIS OF ALLYLICALLY UNSATURATED OXACYCLICS
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BLUMENKOPF, TA
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引用数:
0
h-index:
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BLUMENKOPF, TA
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1986,
108
(06)
: 1303
-
1304
←
1
2
→
共 20 条
[1]
The anti-selective boron-mediated asymmetric aldol reaction of carboxylic esters
Abiko, A
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
Abiko, A
Liu, JF
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
Liu, JF
Masamune, S
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
Masamune, S
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(10)
: 2586
-
2587
[2]
VINYLSILANE-TERMINATED AND ALKYNYLSILANE-TERMINATED CYCLIZATION REACTIONS
BLUMENKOPF, TA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
BLUMENKOPF, TA
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
OVERMAN, LE
[J].
CHEMICAL REVIEWS,
1986,
86
(05)
: 857
-
873
[3]
PREPARATION OF 7-MEMBERED-RING CYCLIC ETHERS AND 3-ALKYLIDENETETRAHYDROPYRANS FROM THE CYCLIZATION OF OXONIUM CATIONS DERIVED FROM UNSUBSTITUTED AND SILICON-CONTAINING 4-ALKEN-1-OLS
CASTANEDA, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
CASTANEDA, A
KUCERA, DJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
KUCERA, DJ
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
OVERMAN, LE
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(24)
: 5695
-
5707
[4]
A stereodivergent approach to (-)-α-kainic acid and (+)-α-allokainic acid utilizing the complementarity of alkyne and allene cyclizations
Chevliakov, MV
论文数:
0
引用数:
0
h-index:
0
机构:
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
Chevliakov, MV
论文数:
引用数:
h-index:
机构:
Montgomery, J
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1999,
121
(48)
: 11139
-
11143
[5]
Hioki H, 2001, CHEM LETT, P898
[6]
2-DIRECTIONAL SYNTHESIS AND ITS USE IN NATURAL PRODUCT SYNTHESIS
MAGNUSON, SR
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry University of Alberta, Edmonton
MAGNUSON, SR
[J].
TETRAHEDRON,
1995,
51
(08)
: 2167
-
2213
[7]
STEREOSELECTIVE TRISUBSTITUTED OLEFIN SYNTHESIS VIA VINYLSILANES
MILLER, RB
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of California, Davis
MILLER, RB
MCGARVEY, G
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of California, Davis
MCGARVEY, G
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1979,
44
(25)
: 4623
-
4633
[8]
A new stereoselective method for the preparation of allylic alcohols
Oblinger, E
论文数:
0
引用数:
0
h-index:
0
机构:
WAYNE STATE UNIV,DEPT CHEM,DETROIT,MI 48202
WAYNE STATE UNIV,DEPT CHEM,DETROIT,MI 48202
Oblinger, E
论文数:
引用数:
h-index:
机构:
Montgomery, J
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(38)
: 9065
-
9066
[9]
Ti(II)-mediated tandem inter- and intramolecular coupling reaction of unsaturated hydrocarbons: One-pot preparation of cyclopentanes and cyclohexanes from readily available acyclic starting materials
Okamoto, S
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan
Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan
Okamoto, S
Subburaj, K
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan
Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan
Subburaj, K
Sato, F
论文数:
0
引用数:
0
h-index:
0
机构:
Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan
Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan
Sato, F
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001,
123
(20)
: 4857
-
4858
[10]
ACETAL-INITIATED CYCLIZATIONS OF VINYLSILANES - A GENERAL-SYNTHESIS OF ALLYLICALLY UNSATURATED OXACYCLICS
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
OVERMAN, LE
CASTANEDA, A
论文数:
0
引用数:
0
h-index:
0
CASTANEDA, A
BLUMENKOPF, TA
论文数:
0
引用数:
0
h-index:
0
BLUMENKOPF, TA
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1986,
108
(06)
: 1303
-
1304
←
1
2
→