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Gold(I)-catalyzed intermolecular cyclopropanation of enynes with alkenes:: Trapping of two different gold carbenes
被引:192
作者
:
Lopez, Salome
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Lopez, Salome
[
1
]
Herrero-Gomez, Elena
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Herrero-Gomez, Elena
[
1
]
Perez-Galan, Patricia
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Perez-Galan, Patricia
[
1
]
Nieto-Oberhuber, Cristina
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Nieto-Oberhuber, Cristina
[
1
]
Echavarren, Antonio M.
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Echavarren, Antonio M.
[
1
]
机构
:
[1]
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2006年
/ 45卷
/ 36期
关键词
:
cyclization;
cyclopropanation;
enynes;
gold;
rearrangement;
D O I
:
10.1002/anie.200602448
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
(Chemical Equation Presented) Caught in a trap: Intermolecular cyclopropanation reactions of enynes with alkenes allows the synthesis of complex cyclic systems with gold(I) catalysts under mild conditions. Furthermore, gold carbenes are trapped intermolecularly with alkenes (see scheme; L = ligand), thereby providing experimental evidence for the involvement of two different types of metal carbenes in the skeletal rearrangement of enynes. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:6029 / 6032
页数:4
相关论文
共 53 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]
Formal alkyne insertion into alkoxycarbene complexes:: Simple access to enantiopure group 6 alkynyl(alkoxy)carbene complexes
Barluenga, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Barluenga, J
de la Rúa, RB
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
de la Rúa, RB
de Sáa, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
de Sáa, D
Ballesteros, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Ballesteros, A
Tomás, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Tomás, M
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2005,
44
(31)
: 4981
-
4983
[3]
Barluenga J., 2005, ANGEW CHEM, V117, P5061, DOI DOI 10.1002/ANGE.200501400
[4]
Manganese trifluoroacetoxycarbene complexes are convenient intermediates in the synthesis of cyclic enediynes
Casey, CP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Casey, CP
Dzwiniel, TL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Dzwiniel, TL
[J].
ORGANOMETALLICS,
2003,
22
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: 5285
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5290
[5]
Synthesis of cyclic cis-enediynes from manganese carbyne complexes and a,w-diynes
Casey, CP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Casey, CP
Dzwiniel, TL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Dzwiniel, TL
Kraft, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Kraft, S
Guzei, IA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Guzei, IA
[J].
ORGANOMETALLICS,
2003,
22
(19)
: 3915
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3920
[6]
Formation of cis-enediyne complexes from rhenium alkynylcarbene complexes
Casey, CP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Casey, CP
Kraft, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Kraft, S
Powell, DR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Powell, DR
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
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: 2584
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2594
[7]
[1,3]-metal shifts in rhenium alkynyl carbene complexes
Casey, CP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Casey, CP
Kraft, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Kraft, S
Powell, DR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Powell, DR
[J].
ORGANOMETALLICS,
2001,
20
(13)
: 2651
-
2653
[8]
Intramolecular CH insertion reactions of (pentamethylcyclopentadienyl)Rhenium alkynylcarbene complexes
Casey, CP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Casey, CP
Kraft, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Kraft, S
Kavana, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Kavana, M
[J].
ORGANOMETALLICS,
2001,
20
(17)
: 3795
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[9]
Dimerization of rhenium alkynyl carbene complexes by a process involving two [1,1.5] rhenium shifts and coupling of the remote alkynyl carbons
Casey, CP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Casey, CP
Kraft, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Kraft, S
Powell, DR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Powell, DR
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
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: 3771
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3772
[10]
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
←
1
2
3
4
5
6
→
共 53 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]
Formal alkyne insertion into alkoxycarbene complexes:: Simple access to enantiopure group 6 alkynyl(alkoxy)carbene complexes
Barluenga, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Barluenga, J
de la Rúa, RB
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
de la Rúa, RB
de Sáa, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
de Sáa, D
Ballesteros, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Ballesteros, A
Tomás, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Univ Oviedo, CSIC, Inst Quim, Unidad Associada, E-33006 Oviedo, Spain
Tomás, M
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2005,
44
(31)
: 4981
-
4983
[3]
Barluenga J., 2005, ANGEW CHEM, V117, P5061, DOI DOI 10.1002/ANGE.200501400
[4]
Manganese trifluoroacetoxycarbene complexes are convenient intermediates in the synthesis of cyclic enediynes
Casey, CP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Casey, CP
Dzwiniel, TL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Dzwiniel, TL
[J].
ORGANOMETALLICS,
2003,
22
(25)
: 5285
-
5290
[5]
Synthesis of cyclic cis-enediynes from manganese carbyne complexes and a,w-diynes
Casey, CP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Casey, CP
Dzwiniel, TL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Dzwiniel, TL
Kraft, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Kraft, S
Guzei, IA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Guzei, IA
[J].
ORGANOMETALLICS,
2003,
22
(19)
: 3915
-
3920
[6]
Formation of cis-enediyne complexes from rhenium alkynylcarbene complexes
Casey, CP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Casey, CP
Kraft, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Kraft, S
Powell, DR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Powell, DR
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(11)
: 2584
-
2594
[7]
[1,3]-metal shifts in rhenium alkynyl carbene complexes
Casey, CP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Casey, CP
Kraft, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Kraft, S
Powell, DR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Powell, DR
[J].
ORGANOMETALLICS,
2001,
20
(13)
: 2651
-
2653
[8]
Intramolecular CH insertion reactions of (pentamethylcyclopentadienyl)Rhenium alkynylcarbene complexes
Casey, CP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Casey, CP
Kraft, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Kraft, S
Kavana, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Kavana, M
[J].
ORGANOMETALLICS,
2001,
20
(17)
: 3795
-
3799
[9]
Dimerization of rhenium alkynyl carbene complexes by a process involving two [1,1.5] rhenium shifts and coupling of the remote alkynyl carbons
Casey, CP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Casey, CP
Kraft, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Kraft, S
Powell, DR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
Powell, DR
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(15)
: 3771
-
3772
[10]
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
←
1
2
3
4
5
6
→