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Asymmetric, catalytic synthesis of α-chiral amines using a novel bis(phosphine) monoxide chiral ligand
被引:158
作者
:
Boezio, AA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada
Boezio, AA
[
1
]
Pytkowicz, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada
Pytkowicz, J
[
1
]
Côté, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada
Côté, A
[
1
]
Charette, AB
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada
Charette, AB
[
1
]
机构
:
[1]
Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada
来源
:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
|
2003年
/ 125卷
/ 47期
关键词
:
D O I
:
10.1021/ja038291+
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
We have shown that Me-DuPHOS monoxide (BozPHOS) is a very effective ligand in the copper-catalyzed addition of dialkylzinc to N-phosphinoylimines providing access to α-chiral amines. The new ligand is particularly effective for the addition of the lesser reactive dimethylzinc. The major advantages of this process are high yields, broad substrate scope, and high enantioselectivities with low catalyst loading (3 mol %). Copyright © 2003 American Chemical Society.
引用
收藏
页码:14260 / 14261
页数:2
相关论文
共 26 条
[1]
CYCLIC PHENYL CARBAMATES AND THEIR ACTION ON ACETYLCHOLINESTERASE
AMSTUTZ, R
论文数:
0
引用数:
0
h-index:
0
机构:
Sandoz Pharma Ltd, Präklinische Forschung, Basel
AMSTUTZ, R
ENZ, A
论文数:
0
引用数:
0
h-index:
0
机构:
Sandoz Pharma Ltd, Präklinische Forschung, Basel
ENZ, A
MARZI, M
论文数:
0
引用数:
0
h-index:
0
机构:
Sandoz Pharma Ltd, Präklinische Forschung, Basel
MARZI, M
BOELSTERLI, J
论文数:
0
引用数:
0
h-index:
0
机构:
Sandoz Pharma Ltd, Präklinische Forschung, Basel
BOELSTERLI, J
WALKINSHAW, M
论文数:
0
引用数:
0
h-index:
0
机构:
Sandoz Pharma Ltd, Präklinische Forschung, Basel
WALKINSHAW, M
[J].
HELVETICA CHIMICA ACTA,
1990,
73
(03)
: 739
-
753
[2]
Additions of organometallic reagents to C=N bonds: Reactivity and selectivity
Bloch, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Paris 11, Inst Chim Mol Orsay, F-91405 Orsay, France
Univ Paris 11, Inst Chim Mol Orsay, F-91405 Orsay, France
Bloch, R
[J].
CHEMICAL REVIEWS,
1998,
98
(04)
: 1407
-
1438
[3]
Catalytic enantioselective addition of dialkylzinc to N-diphenylphosphinoylimines.: A practical synthesis of α-chiral amines
Boezio, AA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chim, Stn Downtown, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chim, Stn Downtown, Montreal, PQ H3C 3J7, Canada
Boezio, AA
Charette, AB
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chim, Stn Downtown, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chim, Stn Downtown, Montreal, PQ H3C 3J7, Canada
Charette, AB
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003,
125
(07)
: 1692
-
1693
[4]
Coye RJ, 1998, POLYHEDRON, V17, P3059
[5]
The asymmetric dialkylzinc addition to imines catalyzed by [2.2]paracyclophane-based N,O-ligands
Dahmen, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bonn, Kekule Inst Organ Chem & Biochem, D-53121 Bonn, Germany
Dahmen, S
Bräse, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bonn, Kekule Inst Organ Chem & Biochem, D-53121 Bonn, Germany
Bräse, S
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(21)
: 5940
-
5941
[6]
Asymmetric synthesis of amines by nucleophilic 1,2-addition of organometallic reagents to the CN-double bond
Enders, D
论文数:
0
引用数:
0
h-index:
0
机构:
Institut für Organische Chemie, Rheinisch-Westfalische TH Aachen, Professor-Pirlet-Straße 1
Enders, D
Reinhold, U
论文数:
0
引用数:
0
h-index:
0
机构:
Institut für Organische Chemie, Rheinisch-Westfalische TH Aachen, Professor-Pirlet-Straße 1
Reinhold, U
[J].
TETRAHEDRON-ASYMMETRY,
1997,
8
(12)
: 1895
-
1946
[7]
Copper-amidophosphine catalyst in asymmetric addition of organozinc to imines
Fujihara, H
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Fujihara, H
Nagai, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Nagai, K
Tomioka, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Tomioka, K
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(48)
: 12055
-
12056
[8]
Synthesis of hemilabile phosphine-phosphine oxide ligands via the highly selective Pd-catalyzed mono-oxidation of bidentate phosphines: Scope, limitations, and mechanism
Grushin, VV
论文数:
0
引用数:
0
h-index:
0
机构:
Wilfrid Laurier Univ, Dept Chem, Waterloo, ON N2L 3C5, Canada
Wilfrid Laurier Univ, Dept Chem, Waterloo, ON N2L 3C5, Canada
Grushin, VV
[J].
ORGANOMETALLICS,
2001,
20
(18)
: 3950
-
3961
[9]
Catalysis for catalysis: Synthesis of mixed phosphine-phosphine oxide ligands via highly selective, Pd-catalyzed monooxidation of bidentate phosphines
Grushin, VV
论文数:
0
引用数:
0
h-index:
0
机构:
Wilfrid Laurier Univ, Dept Chem, Waterloo, ON N2L 3C5, Canada
Wilfrid Laurier Univ, Dept Chem, Waterloo, ON N2L 3C5, Canada
Grushin, VV
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1999,
121
(24)
: 5831
-
5832
[10]
Rhodium-catalyzed asymmetric arylation of α,β-unsaturated imines with arylstannanes.: Catalytic asymmetric synthesis of allylic amines
Hayashi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Hayashi, T
Ishigedani, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Ishigedani, M
[J].
TETRAHEDRON,
2001,
57
(13)
: 2589
-
2595
←
1
2
3
→
共 26 条
[1]
CYCLIC PHENYL CARBAMATES AND THEIR ACTION ON ACETYLCHOLINESTERASE
AMSTUTZ, R
论文数:
0
引用数:
0
h-index:
0
机构:
Sandoz Pharma Ltd, Präklinische Forschung, Basel
AMSTUTZ, R
ENZ, A
论文数:
0
引用数:
0
h-index:
0
机构:
Sandoz Pharma Ltd, Präklinische Forschung, Basel
ENZ, A
MARZI, M
论文数:
0
引用数:
0
h-index:
0
机构:
Sandoz Pharma Ltd, Präklinische Forschung, Basel
MARZI, M
BOELSTERLI, J
论文数:
0
引用数:
0
h-index:
0
机构:
Sandoz Pharma Ltd, Präklinische Forschung, Basel
BOELSTERLI, J
WALKINSHAW, M
论文数:
0
引用数:
0
h-index:
0
机构:
Sandoz Pharma Ltd, Präklinische Forschung, Basel
WALKINSHAW, M
[J].
HELVETICA CHIMICA ACTA,
1990,
73
(03)
: 739
-
753
[2]
Additions of organometallic reagents to C=N bonds: Reactivity and selectivity
Bloch, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Paris 11, Inst Chim Mol Orsay, F-91405 Orsay, France
Univ Paris 11, Inst Chim Mol Orsay, F-91405 Orsay, France
Bloch, R
[J].
CHEMICAL REVIEWS,
1998,
98
(04)
: 1407
-
1438
[3]
Catalytic enantioselective addition of dialkylzinc to N-diphenylphosphinoylimines.: A practical synthesis of α-chiral amines
Boezio, AA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chim, Stn Downtown, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chim, Stn Downtown, Montreal, PQ H3C 3J7, Canada
Boezio, AA
Charette, AB
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Montreal, Dept Chim, Stn Downtown, Montreal, PQ H3C 3J7, Canada
Univ Montreal, Dept Chim, Stn Downtown, Montreal, PQ H3C 3J7, Canada
Charette, AB
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003,
125
(07)
: 1692
-
1693
[4]
Coye RJ, 1998, POLYHEDRON, V17, P3059
[5]
The asymmetric dialkylzinc addition to imines catalyzed by [2.2]paracyclophane-based N,O-ligands
Dahmen, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bonn, Kekule Inst Organ Chem & Biochem, D-53121 Bonn, Germany
Dahmen, S
Bräse, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Bonn, Kekule Inst Organ Chem & Biochem, D-53121 Bonn, Germany
Bräse, S
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(21)
: 5940
-
5941
[6]
Asymmetric synthesis of amines by nucleophilic 1,2-addition of organometallic reagents to the CN-double bond
Enders, D
论文数:
0
引用数:
0
h-index:
0
机构:
Institut für Organische Chemie, Rheinisch-Westfalische TH Aachen, Professor-Pirlet-Straße 1
Enders, D
Reinhold, U
论文数:
0
引用数:
0
h-index:
0
机构:
Institut für Organische Chemie, Rheinisch-Westfalische TH Aachen, Professor-Pirlet-Straße 1
Reinhold, U
[J].
TETRAHEDRON-ASYMMETRY,
1997,
8
(12)
: 1895
-
1946
[7]
Copper-amidophosphine catalyst in asymmetric addition of organozinc to imines
Fujihara, H
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Fujihara, H
Nagai, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Nagai, K
Tomioka, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
Tomioka, K
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(48)
: 12055
-
12056
[8]
Synthesis of hemilabile phosphine-phosphine oxide ligands via the highly selective Pd-catalyzed mono-oxidation of bidentate phosphines: Scope, limitations, and mechanism
Grushin, VV
论文数:
0
引用数:
0
h-index:
0
机构:
Wilfrid Laurier Univ, Dept Chem, Waterloo, ON N2L 3C5, Canada
Wilfrid Laurier Univ, Dept Chem, Waterloo, ON N2L 3C5, Canada
Grushin, VV
[J].
ORGANOMETALLICS,
2001,
20
(18)
: 3950
-
3961
[9]
Catalysis for catalysis: Synthesis of mixed phosphine-phosphine oxide ligands via highly selective, Pd-catalyzed monooxidation of bidentate phosphines
Grushin, VV
论文数:
0
引用数:
0
h-index:
0
机构:
Wilfrid Laurier Univ, Dept Chem, Waterloo, ON N2L 3C5, Canada
Wilfrid Laurier Univ, Dept Chem, Waterloo, ON N2L 3C5, Canada
Grushin, VV
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1999,
121
(24)
: 5831
-
5832
[10]
Rhodium-catalyzed asymmetric arylation of α,β-unsaturated imines with arylstannanes.: Catalytic asymmetric synthesis of allylic amines
Hayashi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Hayashi, T
Ishigedani, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
Ishigedani, M
[J].
TETRAHEDRON,
2001,
57
(13)
: 2589
-
2595
←
1
2
3
→