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Total synthesis and structural confirmation of the marine natural product dysinosin a: A novel inhibitor of thrombin and factor VIIa
被引:79
作者
:
Hanessian, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
Hanessian, S
[
1
]
Margarita, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
Margarita, R
[
1
]
Hall, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
Hall, A
[
1
]
Johnstone, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
Johnstone, S
[
1
]
Tremblay, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
Tremblay, M
[
1
]
Parlanti, L
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
Parlanti, L
[
1
]
机构
:
[1]
Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
来源
:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
|
2002年
/ 124卷
/ 45期
关键词
:
D O I
:
10.1021/ja0208153
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
The structure and absolute configuration of the marine antithrombotic product dysinosin A was confirmed by total synthesis. The strategy involved disconnections to three subunits, of which two were synthesized from the readily available l-glutamic acid, d-leucine, and d-mannitol. The Grubbs olefin metathesis carbocyclization reaction was utilized to prepare two intermediates. Copyright © 2002 American Chemical Society.
引用
收藏
页码:13342 / 13343
页数:2
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[41]
Formation of nine-membered lactams by oxidative ring expansion of 4-hydroxyhydroindoles: A biomimetic approach toward the tuberostemonone ring system?
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Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
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Wipf, P
Li, WJ
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Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
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Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
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Wipf, P
Mareska, DA
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Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
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Wipf, P
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Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Wipf, P
Methot, JL
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Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
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共 44 条
[41]
Formation of nine-membered lactams by oxidative ring expansion of 4-hydroxyhydroindoles: A biomimetic approach toward the tuberostemonone ring system?
Wipf, P
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Wipf, P
Li, WJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Li, WJ
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1999,
64
(13)
: 4576
-
4577
[42]
Radical cleavage of a β-hydroxy azide:: a reversal of regioselectivity in the oxidative fragmentation of hydroindoles
Wipf, P
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Wipf, P
Mareska, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Mareska, DA
[J].
TETRAHEDRON LETTERS,
2000,
41
(24)
: 4723
-
4727
[43]
Total synthesis and stereochemical revision of (+)-aeruginosin 298-A
Wipf, P
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Wipf, P
Methot, JL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Methot, JL
[J].
ORGANIC LETTERS,
2000,
2
(26)
: 4213
-
4216
[44]
WIPF P, 1995, J AM CHEM SOC, V117, P1606
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