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Highly enantioselective copper-catalyzed conjugate addition of diethylzinc to nitroalkenes
被引:59
作者
:
Choi, H
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Choi, H
[
1
]
Hua, ZH
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Hua, ZH
[
1
]
Ojima, I
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Ojima, I
[
1
]
机构
:
[1]
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
来源
:
ORGANIC LETTERS
|
2004年
/ 6卷
/ 16期
关键词
:
D O I
:
10.1021/ol0491282
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
Copper-catalyzed asymmetric conjugate addition of diethylzinc to nitroalkenes using new chiral monodentate phosphoramidite ligands proceeds with high enantioselectivity up to 99% ee.
引用
收藏
页码:2689 / 2691
页数:3
相关论文
共 16 条
[1]
Dramatic improvement of the enantiomeric excess in the asymmetric conjugate addition reaction using new experimental conditions
Alexakis, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Alexakis, A
Benhaim, C
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Benhaim, C
Rosse, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Rosse, S
Humam, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Humam, M
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(19)
: 5262
-
5263
[2]
Acceleration of the conjugate addition of diethyl zinc to enones by either Cu(OTf)(2) or trivalent phosphorus ligands
Alexakis, A
论文数:
0
引用数:
0
h-index:
0
机构:
Lab. de Chim. des Organo-Elements, Associé au CNRS URA 473, Univ. Pierre et Marie Curie, 75252 Paris Cedex 05, 4, Place Jussieu
Alexakis, A
Vastra, J
论文数:
0
引用数:
0
h-index:
0
机构:
Lab. de Chim. des Organo-Elements, Associé au CNRS URA 473, Univ. Pierre et Marie Curie, 75252 Paris Cedex 05, 4, Place Jussieu
Vastra, J
Mangeney, P
论文数:
0
引用数:
0
h-index:
0
机构:
Lab. de Chim. des Organo-Elements, Associé au CNRS URA 473, Univ. Pierre et Marie Curie, 75252 Paris Cedex 05, 4, Place Jussieu
Mangeney, P
[J].
TETRAHEDRON LETTERS,
1997,
38
(44)
: 7745
-
7748
[3]
Alexakis A, 2002, EUR J ORG CHEM, V2002, P3221
[4]
Enantioselective copper-catalyzed conjugate addition of dialkyl zinc to nitro-olefins
Alexakis, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Alexakis, A
Benhaim, C
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Benhaim, C
[J].
ORGANIC LETTERS,
2000,
2
(17)
: 2579
-
2581
[5]
ALEXAKIS A, 1994, ORGANOCOPPER REAGENT, P159
[6]
Highly enantioselective conjugate addition of dialkylzinc reagents to acyclic nitroalkenes:: A catalytic route to β2-amino acids, aldehydes, and alcohols
Duursma, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Duursma, A
Minnaard, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Minnaard, AJ
Feringa, BL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Feringa, BL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003,
125
(13)
: 3700
-
3701
[7]
One-pot multi-substrate enantioselective conjugate addition of diethylzinc to nitroalkenes
Duursma, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
Duursma, A
Minnaard, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
Minnaard, AJ
Feringa, BL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
Feringa, BL
[J].
TETRAHEDRON,
2002,
58
(29)
: 5773
-
5778
[8]
Phosphoramidites: Marvellous ligands in catalytic asymmetric conjugate addition
Feringa, BL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Feringa, BL
[J].
ACCOUNTS OF CHEMICAL RESEARCH,
2000,
33
(06)
: 346
-
353
[9]
New biphenol-based, fine-tunable monodentate phosphoramidite ligands for catalytic asymmetric transformations
Hua, ZH
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Hua, ZH
Vassar, VC
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Vassar, VC
Choi, H
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Choi, H
Ojima, I
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Ojima, I
[J].
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA,
2004,
101
(15)
: 5411
-
5416
[10]
Synthesis of new chiral monodentate phosphite ligands and their use in catalytic asymmetric hydrogenation
Hua, ZH
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Hua, ZH
Vassar, VC
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Vassar, VC
Ojima, I
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Ojima, I
[J].
ORGANIC LETTERS,
2003,
5
(21)
: 3831
-
3834
←
1
2
→
共 16 条
[1]
Dramatic improvement of the enantiomeric excess in the asymmetric conjugate addition reaction using new experimental conditions
Alexakis, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Alexakis, A
Benhaim, C
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Benhaim, C
Rosse, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Rosse, S
Humam, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Humam, M
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(19)
: 5262
-
5263
[2]
Acceleration of the conjugate addition of diethyl zinc to enones by either Cu(OTf)(2) or trivalent phosphorus ligands
Alexakis, A
论文数:
0
引用数:
0
h-index:
0
机构:
Lab. de Chim. des Organo-Elements, Associé au CNRS URA 473, Univ. Pierre et Marie Curie, 75252 Paris Cedex 05, 4, Place Jussieu
Alexakis, A
Vastra, J
论文数:
0
引用数:
0
h-index:
0
机构:
Lab. de Chim. des Organo-Elements, Associé au CNRS URA 473, Univ. Pierre et Marie Curie, 75252 Paris Cedex 05, 4, Place Jussieu
Vastra, J
Mangeney, P
论文数:
0
引用数:
0
h-index:
0
机构:
Lab. de Chim. des Organo-Elements, Associé au CNRS URA 473, Univ. Pierre et Marie Curie, 75252 Paris Cedex 05, 4, Place Jussieu
Mangeney, P
[J].
TETRAHEDRON LETTERS,
1997,
38
(44)
: 7745
-
7748
[3]
Alexakis A, 2002, EUR J ORG CHEM, V2002, P3221
[4]
Enantioselective copper-catalyzed conjugate addition of dialkyl zinc to nitro-olefins
Alexakis, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Alexakis, A
Benhaim, C
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Univ Geneva, Dept Organ Chem, CH-1211 Geneva 2, Switzerland
Benhaim, C
[J].
ORGANIC LETTERS,
2000,
2
(17)
: 2579
-
2581
[5]
ALEXAKIS A, 1994, ORGANOCOPPER REAGENT, P159
[6]
Highly enantioselective conjugate addition of dialkylzinc reagents to acyclic nitroalkenes:: A catalytic route to β2-amino acids, aldehydes, and alcohols
Duursma, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Duursma, A
Minnaard, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Minnaard, AJ
Feringa, BL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Feringa, BL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003,
125
(13)
: 3700
-
3701
[7]
One-pot multi-substrate enantioselective conjugate addition of diethylzinc to nitroalkenes
Duursma, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
Duursma, A
Minnaard, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
Minnaard, AJ
Feringa, BL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
Univ Groningen, Dept Organ & Mol Inorgan Chem, Stratingh Inst, NL-9747 AG Groningen, Netherlands
Feringa, BL
[J].
TETRAHEDRON,
2002,
58
(29)
: 5773
-
5778
[8]
Phosphoramidites: Marvellous ligands in catalytic asymmetric conjugate addition
Feringa, BL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Univ Groningen, Stratingh Inst, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands
Feringa, BL
[J].
ACCOUNTS OF CHEMICAL RESEARCH,
2000,
33
(06)
: 346
-
353
[9]
New biphenol-based, fine-tunable monodentate phosphoramidite ligands for catalytic asymmetric transformations
Hua, ZH
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Hua, ZH
Vassar, VC
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Vassar, VC
Choi, H
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Choi, H
Ojima, I
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Ojima, I
[J].
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA,
2004,
101
(15)
: 5411
-
5416
[10]
Synthesis of new chiral monodentate phosphite ligands and their use in catalytic asymmetric hydrogenation
Hua, ZH
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Hua, ZH
Vassar, VC
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Vassar, VC
Ojima, I
论文数:
0
引用数:
0
h-index:
0
机构:
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
Ojima, I
[J].
ORGANIC LETTERS,
2003,
5
(21)
: 3831
-
3834
←
1
2
→