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Ligand-dependent scope and divergent mechanistic behavior in nickel-catalyzed reductive couplings of aldehydes and alkynes
被引:208
作者
:
Mahandru, GM
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
Mahandru, GM
[
1
]
Liu, G
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
Liu, G
[
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
|
2004年
/ 126卷
/ 12期
关键词
:
D O I
:
10.1021/ja049644n
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
A new procedure for catalytic reductive coupling of aldehydes and alkynes has been developed. The procedure uses Ni(COD)2 with an imidazolium carbene ligand as the catalyst and triethylsilane as the reducing agent. A crossover deuterium-labeling experiment illustrated that variants involving trialkyl phosphines and imidazolium carbene ligands with a nickel catalyst proceed by different mechanisms. Copyright © 2004 American Chemical Society.
引用
收藏
页码:3698 / 3699
页数:2
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Department of Chemistry, State University of New York at Stony Brook, Stony Brook
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SYNTHESIS OF (R)-(-)-MUSCONE BY AN ASYMMETRICALLY CATALYZED MACROCYCLIZATION OF AN OMEGA-ALKYNAL
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OPPOLZER, W
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Département de Chimie Organique, Université de Genève
OPPOLZER, W
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Département de Chimie Organique, Université de Genève
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.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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(04)
:1593
-1594
[19]
Use of rhodium N-heterocyclic carbene complexes in catalytic cyclization and hydrosilylation of 1,6-enynes to 2-methyl-1-silylmethylidene-2-cyclopentane
[J].
Park, KH
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Seoul Natl Univ, Sch Chem, Seoul 151747, South Korea
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Kim, SY
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Mori, M
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共 27 条
[11]
Efficient nickel-catalyzed [2+2+2] cycloaddition of CO2 and diynes
[J].
Louie, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
Louie, J
;
Gibby, JE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
Gibby, JE
;
Farnworth, MV
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
Farnworth, MV
;
Tekavec, TN
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
Tekavec, TN
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(51)
:15188
-15189
[12]
A new two-step four-component synthesis of highly functionalized cyclohexenols by sequential nickel-catalyzed couplings
[J].
Lozanov, M
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
Lozanov, M
;
论文数:
引用数:
h-index:
机构:
Montgomery, J
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(10)
:2106
-2107
[13]
Catalytic asymmetric reductive coupling of alkynes and aldehydes:: Enantioselective synthesis of allylic alcohols and α-hydroxy ketones
[J].
Miller, KM
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Miller, KM
;
Huang, WS
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Huang, WS
;
Jamison, TF
论文数:
0
引用数:
0
h-index:
0
机构:
MIT, Dept Chem, Cambridge, MA 02139 USA
MIT, Dept Chem, Cambridge, MA 02139 USA
Jamison, TF
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003,
125
(12)
:3442
-3443
[14]
MONTGOMERY J, IN PRESS ANGEW CHEM
[15]
The hydrovinylation reaction: A new highly selective protocol amenable to asymmetric catalysis
[J].
Nomura, N
论文数:
0
引用数:
0
h-index:
0
机构:
Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
Nomura, N
;
Jin, J
论文数:
0
引用数:
0
h-index:
0
机构:
Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
Jin, J
;
Park, H
论文数:
0
引用数:
0
h-index:
0
机构:
Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
Park, H
;
RajanBabu, TV
论文数:
0
引用数:
0
h-index:
0
机构:
Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
RajanBabu, TV
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1998,
120
(02)
:459
-460
[16]
A new stereoselective method for the preparation of allylic alcohols
[J].
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
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(38)
:9065
-9066
[17]
EXTREMELY CHEMOSELECTIVE SILYLFORMYLATION AND SILYLCARBOCYCLIZATION OF ALKYNALS
[J].
OJIMA, I
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, State University of New York at Stony Brook, Stony Brook
OJIMA, I
;
TZAMARIOUDAKI, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, State University of New York at Stony Brook, Stony Brook
TZAMARIOUDAKI, M
;
TSAI, CY
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, State University of New York at Stony Brook, Stony Brook
TSAI, CY
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1994,
116
(08)
:3643
-3644
[18]
SYNTHESIS OF (R)-(-)-MUSCONE BY AN ASYMMETRICALLY CATALYZED MACROCYCLIZATION OF AN OMEGA-ALKYNAL
[J].
OPPOLZER, W
论文数:
0
引用数:
0
h-index:
0
机构:
Département de Chimie Organique, Université de Genève
OPPOLZER, W
;
RADINOV, RN
论文数:
0
引用数:
0
h-index:
0
机构:
Département de Chimie Organique, Université de Genève
RADINOV, RN
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1993,
115
(04)
:1593
-1594
[19]
Use of rhodium N-heterocyclic carbene complexes in catalytic cyclization and hydrosilylation of 1,6-enynes to 2-methyl-1-silylmethylidene-2-cyclopentane
[J].
Park, KH
论文数:
0
引用数:
0
h-index:
0
机构:
Seoul Natl Univ, Sch Chem, Seoul 151747, South Korea
Seoul Natl Univ, Sch Chem, Seoul 151747, South Korea
Park, KH
;
Kim, SY
论文数:
0
引用数:
0
h-index:
0
机构:
Seoul Natl Univ, Sch Chem, Seoul 151747, South Korea
Kim, SY
;
Son, SU
论文数:
0
引用数:
0
h-index:
0
机构:
Seoul Natl Univ, Sch Chem, Seoul 151747, South Korea
Son, SU
;
Chung, YK
论文数:
0
引用数:
0
h-index:
0
机构:
Seoul Natl Univ, Sch Chem, Seoul 151747, South Korea
Chung, YK
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2003,
2003
(22)
:4341
-4345
[20]
Dramatic influence on the olefinic geometry in the nickel(0)-catalyzed coupling reaction of 1,3-dienes and aldehydes using N-heterocyclic carbene as a ligand
[J].
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
;
Sawaki, R
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
Sawaki, R
;
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
.
ORGANOMETALLICS,
2001,
20
(26)
:5510
-5512
←
1
2
3
→