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Ruthenium-Catalyzed Synthesis of Functionalized Dienes from Propargylic Esters: Formal Cross-Coupling of Two Carbenes
被引:52
作者
:
Bray, Chloe Vovard-Le
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, CNRS, UMR 6226, Inst Sci Chim Rennes,Lab Catalyse & Organomet, F-35042 Rennes, France
Univ Rennes 1, CNRS, UMR 6226, Inst Sci Chim Rennes,Lab Catalyse & Organomet, F-35042 Rennes, France
Bray, Chloe Vovard-Le
[
1
]
Derien, Sylvie
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, CNRS, UMR 6226, Inst Sci Chim Rennes,Lab Catalyse & Organomet, F-35042 Rennes, France
Univ Rennes 1, CNRS, UMR 6226, Inst Sci Chim Rennes,Lab Catalyse & Organomet, F-35042 Rennes, France
Derien, Sylvie
[
1
]
Dixneuf, Pierre H.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, CNRS, UMR 6226, Inst Sci Chim Rennes,Lab Catalyse & Organomet, F-35042 Rennes, France
Univ Rennes 1, CNRS, UMR 6226, Inst Sci Chim Rennes,Lab Catalyse & Organomet, F-35042 Rennes, France
Dixneuf, Pierre H.
[
1
]
机构
:
[1]
Univ Rennes 1, CNRS, UMR 6226, Inst Sci Chim Rennes,Lab Catalyse & Organomet, F-35042 Rennes, France
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2009年
/ 48卷
/ 08期
关键词
:
carbenes;
catalysis;
cross-coupling;
dienes;
ruthenium;
OPENING METATHESIS POLYMERIZATION;
RING CLOSING METATHESIS;
CYCLOISOMERIZATION REACTIONS;
TERMINAL ALKYNES;
ENYNES;
DIMERIZATION;
CYCLOPROPANATION;
CONSTRUCTION;
COMPLEXES;
DIENYNES;
D O I
:
10.1002/anie.200805031
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
Cross-coupling carbenes: The coupling of a propargylic ester with a diazoalkane in the presence of [RuCl(cod)Cp*] catalyst leads to the formation of functionalized conjugated dienes with high stereoselectivity. The reactioninvolves the cross-coupling of a vinylcarbene fragment, arising from a ruthenium-catalyzed propargylic ester rearrangement, with a diazoalkane carbene. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1439 / 1442
页数:4
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共 54 条
[11]
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[J].
Gorin, DJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Gorin, DJ
;
Davis, NR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
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;
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0
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0
h-index:
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(32)
:11260
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[12]
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[J].
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0
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0
h-index:
0
机构:
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
Hasegawa, Munehiro
;
Murakami, Masahiro
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0
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0
h-index:
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.
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(10)
:3764
-3769
[13]
Maleates from diazoacetates and dilactones from head-to-head dimerisation of alkenyl diazoacetates using Grubbs' 2nd-generation ruthenium carbene catalyst
[J].
Hodgson, DM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
Hodgson, DM
;
Angrish, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
Angrish, D
.
CHEMICAL COMMUNICATIONS,
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(39)
:4902
-4904
[14]
Gold-catalyzed cycloisomerizations of enynes:: A mechanistic perspective
[J].
Jimenez-Nunez, Eloisa
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0
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h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Jimenez-Nunez, Eloisa
;
Echavarren, Antonio M.
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Univ Autonoma Madrid, Dept Quim Organ, E-28049 Madrid, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Echavarren, Antonio M.
.
CHEMICAL REVIEWS,
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(08)
:3326
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Gold(I)-catalyzed stereoselective olefin cyclopropanation
[J].
Johansson, MJ
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0
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0
h-index:
0
机构:
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
Johansson, MJ
;
Gorin, DJ
论文数:
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0
h-index:
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CATALYTIC RING CLOSING METATHESIS OF DIENYNES - CONSTRUCTION OF FUSED BICYCLIC RINGS
[J].
KIM, SH
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0
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h-index:
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CALTECH,DIV CHEM & CHEM ENGN,ARNOLD & MABEL BECKMAN LABS CHEM SYNTHESIS,PASADENA,CA 91125
CALTECH,DIV CHEM & CHEM ENGN,ARNOLD & MABEL BECKMAN LABS CHEM SYNTHESIS,PASADENA,CA 91125
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;
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GRUBBS, RH
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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[17]
Catalytic ring closing metathesis of dienynes: Construction of fused bicyclic [nm0] rings
[J].
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Bowden, NB
;
Grubbs, RH
论文数:
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引用数:
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h-index:
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机构:
CALTECH,ARNOLD & MABEL BECKMAN LABS CHEM SYNTHESIS,DIV CHEM & CHEM ENGN,PASADENA,CA 91125
CALTECH,ARNOLD & MABEL BECKMAN LABS CHEM SYNTHESIS,DIV CHEM & CHEM ENGN,PASADENA,CA 91125
Grubbs, RH
.
JOURNAL OF ORGANIC CHEMISTRY,
1996,
61
(03)
:1073
-1081
[18]
KINOSHITA A, 1994, SYNLETT, P1020
[19]
Biscarbene-ruthenium complexes in catalysis:: Novel stereoselective synthesis of (1E,3E)-1,4-disubstituted-1,3-dienes via head-to-head coupling of terminal alkynes and addition of carboxylic acids
[J].
Le Paih, J
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0
引用数:
0
h-index:
0
机构:
Univ Rennes, CNRS, Inst Chim Rennes, UMR 6509, F-35042 Rennes, France
Le Paih, J
;
Monnier, F
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes, CNRS, Inst Chim Rennes, UMR 6509, F-35042 Rennes, France
Monnier, F
;
Dérien, S
论文数:
0
引用数:
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h-index:
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Univ Rennes, CNRS, Inst Chim Rennes, UMR 6509, F-35042 Rennes, France
Dérien, S
;
Dixneuf, PH
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Univ Rennes, CNRS, Inst Chim Rennes, UMR 6509, F-35042 Rennes, France
Dixneuf, PH
;
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Eisenstein, O
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Eisenstein, O
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003,
125
(39)
:11964
-11975
[20]
Catalytic double addition of diazo compounds to alkynes:: Synthesis of functional conjugated dienes
[J].
Le Paih, J
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0
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机构:
Univ Rennes, CNRS, UMR 6509, F-35042 Rennes, France
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Le Paih, J
;
Dérien, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes, CNRS, UMR 6509, F-35042 Rennes, France
Univ Rennes, CNRS, UMR 6509, F-35042 Rennes, France
Dérien, S
;
Özdemir, I
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes, CNRS, UMR 6509, F-35042 Rennes, France
Univ Rennes, CNRS, UMR 6509, F-35042 Rennes, France
Özdemir, I
;
Dixneuf, PH
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes, CNRS, UMR 6509, F-35042 Rennes, France
Univ Rennes, CNRS, UMR 6509, F-35042 Rennes, France
Dixneuf, PH
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(30)
:7400
-7401
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