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Tandem cyclopropanation/ring-closing metathesis of dienynes
被引:80
作者
:
Peppers, BP
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
Peppers, BP
[
1
]
Diver, ST
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
Diver, ST
[
1
]
机构
:
[1]
SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
来源
:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
|
2004年
/ 126卷
/ 31期
关键词
:
D O I
:
10.1021/ja049079o
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
Certain dienynes give cyclorearrangement by tandem cyclopropanation/ring-closing alkene metathesis, triggered by either a ruthenium carbene or noncarbene ruthenium(II) precatalyst. The process represents a variation of enyne metathesis where presumed cyclopropyl carbene intermediates undergo a consecutive ring-closing metathesis. A mechanistic proposal is offered, and sequential use of catalysts provided a tandem ring-closing enyne/alkene metathesis product. Copyright © 2004 American Chemical Society.
引用
收藏
页码:9524 / 9525
页数:2
相关论文
共 16 条
[1]
The behavior of 1,n-enynes in the presence of transition metals
Aubert, C
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
Aubert, C
Buisine, O
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
Buisine, O
Malacria, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
Malacria, M
[J].
CHEMICAL REVIEWS,
2002,
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834
[2]
Skeletal reorganization of enynes to 1-vinylcycloalkenes catalyzed by GaCl3
论文数:
引用数:
h-index:
机构:
Chatani, N
Inoue, H
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Inoue, H
Kotsuma, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Kotsuma, T
Murai, S
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Murai, S
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(35)
: 10294
-
10295
[3]
Construction of novel polycyclic ring systems by transition-metal-catalyzed cycloisomerization of ene-ene-ynes. Interception of a carbenoid intermediate in skeletal reorganization of enynes
论文数:
引用数:
h-index:
机构:
Chatani, N
Kataoka, K
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Kataoka, K
Murai, S
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Murai, S
Furukawa, N
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Furukawa, N
Seki, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Seki, Y
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1998,
120
(35)
: 9104
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9105
[4]
Enyne metathesis (enyne bond reorganization)
Diver, ST
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Buffalo, Dept Chem, Amherst, NY 14260 USA
SUNY Buffalo, Dept Chem, Amherst, NY 14260 USA
Diver, ST
Giessert, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Buffalo, Dept Chem, Amherst, NY 14260 USA
SUNY Buffalo, Dept Chem, Amherst, NY 14260 USA
Giessert, AJ
[J].
CHEMICAL REVIEWS,
2004,
104
(03)
: 1317
-
1382
[5]
Novel rearrangements of enynes catalyzed by PtCl2
Fürstner, A
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Fürstner, A
Szillat, H
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Szillat, H
Stelzer, F
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Stelzer, F
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(28)
: 6785
-
6786
[6]
Platinum- and acid-catalyzed enyne metathesis reactions:: Mechanistic studies and applications to the syntheses of streptorubin B and metacycloprodigiosin
Fürstner, A
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Fürstner, A
Szillat, H
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Szillat, H
Gabor, B
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Gabor, B
Mynott, R
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Mynott, R
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1998,
120
(33)
: 8305
-
8314
[7]
KINOSHITA A, 1994, SYNLETT, P1020
[8]
Unexpected results of enyne metathesis using a ruthenium complex containing an N-heterocyclic carbene ligand
Kitamura, T
论文数:
0
引用数:
0
h-index:
0
机构:
Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
Kitamura, T
Sato, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
Sato, Y
Mori, M
论文数:
0
引用数:
0
h-index:
0
机构:
Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
Mori, M
[J].
CHEMICAL COMMUNICATIONS,
2001,
(14)
: 1258
-
1259
[9]
Addition of diazoalkanes to enynes promoted by a ruthenium catalyst:: Simple synthesis of alkenyl bicyclo[3.1.0]hexane derivatives
Monnier, F
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim Rennes, F-35042 Rennes, France
Monnier, F
Castillo, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim Rennes, F-35042 Rennes, France
Castillo, D
Dérien, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim Rennes, F-35042 Rennes, France
Dérien, S
Toupet, L
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim Rennes, F-35042 Rennes, France
Toupet, L
Dixneuf, PH
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim Rennes, F-35042 Rennes, France
Dixneuf, PH
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2003,
42
(44)
: 5474
-
5477
[10]
NEW CHIRAL RUTHENIUM BIS(OXAZOLINYL)PYRIDINE CATALYST - EFFICIENT ASYMMETRIC CYCLOPROPANATION OF OLEFINS WITH DIAZOACETATES
NISHIYAMA, H
论文数:
0
引用数:
0
h-index:
0
机构:
School of Materials Science, Toyohashi University of Technology, Toyohashi, Tempaku-cho
NISHIYAMA, H
ITOH, Y
论文数:
0
引用数:
0
h-index:
0
机构:
School of Materials Science, Toyohashi University of Technology, Toyohashi, Tempaku-cho
ITOH, Y
MATSUMOTO, H
论文数:
0
引用数:
0
h-index:
0
机构:
School of Materials Science, Toyohashi University of Technology, Toyohashi, Tempaku-cho
MATSUMOTO, H
PARK, SB
论文数:
0
引用数:
0
h-index:
0
机构:
School of Materials Science, Toyohashi University of Technology, Toyohashi, Tempaku-cho
PARK, SB
ITOH, K
论文数:
0
引用数:
0
h-index:
0
机构:
School of Materials Science, Toyohashi University of Technology, Toyohashi, Tempaku-cho
ITOH, K
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1994,
116
(05)
: 2223
-
2224
←
1
2
→
共 16 条
[1]
The behavior of 1,n-enynes in the presence of transition metals
Aubert, C
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
Aubert, C
Buisine, O
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
Buisine, O
Malacria, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
Univ Paris 06, Lab Chim Organ Synth, F-75252 Paris 05, France
Malacria, M
[J].
CHEMICAL REVIEWS,
2002,
102
(03)
: 813
-
834
[2]
Skeletal reorganization of enynes to 1-vinylcycloalkenes catalyzed by GaCl3
论文数:
引用数:
h-index:
机构:
Chatani, N
Inoue, H
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Inoue, H
Kotsuma, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Kotsuma, T
Murai, S
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Murai, S
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(35)
: 10294
-
10295
[3]
Construction of novel polycyclic ring systems by transition-metal-catalyzed cycloisomerization of ene-ene-ynes. Interception of a carbenoid intermediate in skeletal reorganization of enynes
论文数:
引用数:
h-index:
机构:
Chatani, N
Kataoka, K
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Kataoka, K
Murai, S
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Murai, S
Furukawa, N
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Furukawa, N
Seki, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
Seki, Y
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1998,
120
(35)
: 9104
-
9105
[4]
Enyne metathesis (enyne bond reorganization)
Diver, ST
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Buffalo, Dept Chem, Amherst, NY 14260 USA
SUNY Buffalo, Dept Chem, Amherst, NY 14260 USA
Diver, ST
Giessert, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Buffalo, Dept Chem, Amherst, NY 14260 USA
SUNY Buffalo, Dept Chem, Amherst, NY 14260 USA
Giessert, AJ
[J].
CHEMICAL REVIEWS,
2004,
104
(03)
: 1317
-
1382
[5]
Novel rearrangements of enynes catalyzed by PtCl2
Fürstner, A
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Fürstner, A
Szillat, H
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Szillat, H
Stelzer, F
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Stelzer, F
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(28)
: 6785
-
6786
[6]
Platinum- and acid-catalyzed enyne metathesis reactions:: Mechanistic studies and applications to the syntheses of streptorubin B and metacycloprodigiosin
Fürstner, A
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Fürstner, A
Szillat, H
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Szillat, H
Gabor, B
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Gabor, B
Mynott, R
论文数:
0
引用数:
0
h-index:
0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
Mynott, R
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1998,
120
(33)
: 8305
-
8314
[7]
KINOSHITA A, 1994, SYNLETT, P1020
[8]
Unexpected results of enyne metathesis using a ruthenium complex containing an N-heterocyclic carbene ligand
Kitamura, T
论文数:
0
引用数:
0
h-index:
0
机构:
Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
Kitamura, T
Sato, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
Sato, Y
Mori, M
论文数:
0
引用数:
0
h-index:
0
机构:
Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
Mori, M
[J].
CHEMICAL COMMUNICATIONS,
2001,
(14)
: 1258
-
1259
[9]
Addition of diazoalkanes to enynes promoted by a ruthenium catalyst:: Simple synthesis of alkenyl bicyclo[3.1.0]hexane derivatives
Monnier, F
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim Rennes, F-35042 Rennes, France
Monnier, F
Castillo, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim Rennes, F-35042 Rennes, France
Castillo, D
Dérien, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim Rennes, F-35042 Rennes, France
Dérien, S
Toupet, L
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim Rennes, F-35042 Rennes, France
Toupet, L
Dixneuf, PH
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim Rennes, F-35042 Rennes, France
Dixneuf, PH
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2003,
42
(44)
: 5474
-
5477
[10]
NEW CHIRAL RUTHENIUM BIS(OXAZOLINYL)PYRIDINE CATALYST - EFFICIENT ASYMMETRIC CYCLOPROPANATION OF OLEFINS WITH DIAZOACETATES
NISHIYAMA, H
论文数:
0
引用数:
0
h-index:
0
机构:
School of Materials Science, Toyohashi University of Technology, Toyohashi, Tempaku-cho
NISHIYAMA, H
ITOH, Y
论文数:
0
引用数:
0
h-index:
0
机构:
School of Materials Science, Toyohashi University of Technology, Toyohashi, Tempaku-cho
ITOH, Y
MATSUMOTO, H
论文数:
0
引用数:
0
h-index:
0
机构:
School of Materials Science, Toyohashi University of Technology, Toyohashi, Tempaku-cho
MATSUMOTO, H
PARK, SB
论文数:
0
引用数:
0
h-index:
0
机构:
School of Materials Science, Toyohashi University of Technology, Toyohashi, Tempaku-cho
PARK, SB
ITOH, K
论文数:
0
引用数:
0
h-index:
0
机构:
School of Materials Science, Toyohashi University of Technology, Toyohashi, Tempaku-cho
ITOH, K
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1994,
116
(05)
: 2223
-
2224
←
1
2
→