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Zinc-Catalyzed Reduction of Amides: Unprecedented Selectivity and Functional Group Tolerance
被引:332
作者
:
Das, Shoubhik
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
Das, Shoubhik
[
1
]
Addis, Daniele
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
Addis, Daniele
[
1
]
Zhou, Shaolin
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
Zhou, Shaolin
[
1
]
Junge, Kathrin
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
Junge, Kathrin
[
1
]
Beller, Matthias
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
Beller, Matthias
[
1
]
机构
:
[1]
Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
来源
:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
|
2010年
/ 132卷
/ 06期
关键词
:
TERTIARY-AMINES;
SELF-ENCAPSULATION;
CARBONYL-COMPOUNDS;
SILANE REDUCTION;
HYDROSILYLATION;
KETONES;
POLYMETHYLHYDROSILOXANE;
CARBOXAMIDES;
EFFICIENT;
HYDROSILATION;
D O I
:
10.1021/ja910083q
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
A novel zinc-catalyzed reduction of tertiary amides was developed. This system shows remarkable chemoselectivity and substrate scope tolerating ester, ether, nitro, cyano, azo, and keto substituents
引用
收藏
页码:1770 / +
页数:4
相关论文
共 44 条
[1]
Anderson P. G, 2008, MODERN REDUCTION MET
[2]
Lewis acid catalyzed stereoselective hydrosilylation of ketones under the control of σ-π chelation
[J].
论文数:
引用数:
h-index:
机构:
Asao, N
;
Ohishi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Ohishi, T
;
Sato, K
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Sato, K
;
Yamamoto, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Yamamoto, Y
.
TETRAHEDRON,
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Lewis acid-catalyzed trans-hydrosilylation of alkynes
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机构:
Asao, N
;
Sudo, T
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,GRAD SCH SCI,DEPT CHEM,SENDAI,MIYAGI 98077,JAPAN
TOHOKU UNIV,GRAD SCH SCI,DEPT CHEM,SENDAI,MIYAGI 98077,JAPAN
Sudo, T
;
Yamamoto, Y
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,GRAD SCH SCI,DEPT CHEM,SENDAI,MIYAGI 98077,JAPAN
TOHOKU UNIV,GRAD SCH SCI,DEPT CHEM,SENDAI,MIYAGI 98077,JAPAN
Yamamoto, Y
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JOURNAL OF ORGANIC CHEMISTRY,
1996,
61
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[4]
Highly chemoselective metal-free reduction of tertiary amides
[J].
Barbe, Guillaume
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
Barbe, Guillaume
;
Charette, Andr B.
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, Andr B.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2008,
130
(01)
:18
-+
[5]
[Zinc-diamine]-catalyzed hydrosilylation of ketones in methanol. New developments and mechanistic insights
[J].
Bette, V
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, ENSCL, Catalyse Lab,Grp Chim Organ Appl, CNRS UMR 8010, F-59652 Villeneuve Dascq, France
Bette, V
;
Mortreux, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, ENSCL, Catalyse Lab,Grp Chim Organ Appl, CNRS UMR 8010, F-59652 Villeneuve Dascq, France
Mortreux, A
;
Savoia, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, ENSCL, Catalyse Lab,Grp Chim Organ Appl, CNRS UMR 8010, F-59652 Villeneuve Dascq, France
Savoia, D
;
Carpentier, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, ENSCL, Catalyse Lab,Grp Chim Organ Appl, CNRS UMR 8010, F-59652 Villeneuve Dascq, France
Carpentier, JF
.
ADVANCED SYNTHESIS & CATALYSIS,
2005,
347
(2-3)
:289
-302
[6]
New developments in zinc-catalyzed asymmetric hydrosilylation of ketones with PMHS
[J].
Bette, V
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim, F-35042 Rennes, France
Bette, V
;
Mortreux, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim, F-35042 Rennes, France
Mortreux, A
;
Savoia, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim, F-35042 Rennes, France
Savoia, D
;
Carpentier, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim, F-35042 Rennes, France
Carpentier, JF
.
TETRAHEDRON,
2004,
60
(12)
:2837
-2842
[7]
New chiral 1,2-diamines and their use in zinc-catalyzed asymmetric hydrosilylation of acetophenone
[J].
Bette, V
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, CNRS, UPRESA 8010, ENSCL, F-59652 Villeneuve Dascq, France
Bette, V
;
Mortreux, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, CNRS, UPRESA 8010, ENSCL, F-59652 Villeneuve Dascq, France
Mortreux, A
;
Ferioli, F
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, CNRS, UPRESA 8010, ENSCL, F-59652 Villeneuve Dascq, France
Ferioli, F
;
论文数:
引用数:
h-index:
机构:
Martelli, G
;
Savoia, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, CNRS, UPRESA 8010, ENSCL, F-59652 Villeneuve Dascq, France
Savoia, D
;
Carpentier, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, CNRS, UPRESA 8010, ENSCL, F-59652 Villeneuve Dascq, France
Carpentier, JF
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2004,
2004
(14)
:3040
-3045
[8]
B(C6F5)3-catalyzed silation of alcohols:: A mild, general method for synthesis of silyl ethers
[J].
Blackwell, JM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Blackwell, JM
;
Foster, KL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Foster, KL
;
Beck, VH
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Beck, VH
;
Piers, WE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Piers, WE
.
JOURNAL OF ORGANIC CHEMISTRY,
1999,
64
(13)
:4887
-4892
[9]
STEREOCONTROLLED TOTAL SYNTHESIS OF (+)-PARAHERQUAMIDE-B
[J].
CUSHING, TD
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
CUSHING, TD
;
SANZCERVERA, JF
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
SANZCERVERA, JF
;
WILLIAMS, RM
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
WILLIAMS, RM
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1993,
115
(20)
:9323
-9324
[10]
Reduction of amides with silanes catalyzed by MoO2Cl2
[J].
Fernandes, Ana C.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Nova Lisboa, Inst Tecnol Quim & Biol, EAN, P-2781901 Oeiras, Portugal
Univ Nova Lisboa, Inst Tecnol Quim & Biol, EAN, P-2781901 Oeiras, Portugal
Fernandes, Ana C.
;
Romao, Carlos C.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Nova Lisboa, Inst Tecnol Quim & Biol, EAN, P-2781901 Oeiras, Portugal
Univ Nova Lisboa, Inst Tecnol Quim & Biol, EAN, P-2781901 Oeiras, Portugal
Romao, Carlos C.
.
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL,
2007,
272
(1-2)
:60
-63
←
1
2
3
4
5
→
共 44 条
[1]
Anderson P. G, 2008, MODERN REDUCTION MET
[2]
Lewis acid catalyzed stereoselective hydrosilylation of ketones under the control of σ-π chelation
[J].
论文数:
引用数:
h-index:
机构:
Asao, N
;
Ohishi, T
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Ohishi, T
;
Sato, K
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Sato, K
;
Yamamoto, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
Yamamoto, Y
.
TETRAHEDRON,
2002,
58
(41)
:8195
-8203
[3]
Lewis acid-catalyzed trans-hydrosilylation of alkynes
[J].
论文数:
引用数:
h-index:
机构:
Asao, N
;
Sudo, T
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,GRAD SCH SCI,DEPT CHEM,SENDAI,MIYAGI 98077,JAPAN
TOHOKU UNIV,GRAD SCH SCI,DEPT CHEM,SENDAI,MIYAGI 98077,JAPAN
Sudo, T
;
Yamamoto, Y
论文数:
0
引用数:
0
h-index:
0
机构:
TOHOKU UNIV,GRAD SCH SCI,DEPT CHEM,SENDAI,MIYAGI 98077,JAPAN
TOHOKU UNIV,GRAD SCH SCI,DEPT CHEM,SENDAI,MIYAGI 98077,JAPAN
Yamamoto, Y
.
JOURNAL OF ORGANIC CHEMISTRY,
1996,
61
(22)
:7654
-7655
[4]
Highly chemoselective metal-free reduction of tertiary amides
[J].
Barbe, Guillaume
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
Barbe, Guillaume
;
Charette, Andr B.
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, Andr B.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2008,
130
(01)
:18
-+
[5]
[Zinc-diamine]-catalyzed hydrosilylation of ketones in methanol. New developments and mechanistic insights
[J].
Bette, V
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, ENSCL, Catalyse Lab,Grp Chim Organ Appl, CNRS UMR 8010, F-59652 Villeneuve Dascq, France
Bette, V
;
Mortreux, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, ENSCL, Catalyse Lab,Grp Chim Organ Appl, CNRS UMR 8010, F-59652 Villeneuve Dascq, France
Mortreux, A
;
Savoia, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, ENSCL, Catalyse Lab,Grp Chim Organ Appl, CNRS UMR 8010, F-59652 Villeneuve Dascq, France
Savoia, D
;
Carpentier, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, ENSCL, Catalyse Lab,Grp Chim Organ Appl, CNRS UMR 8010, F-59652 Villeneuve Dascq, France
Carpentier, JF
.
ADVANCED SYNTHESIS & CATALYSIS,
2005,
347
(2-3)
:289
-302
[6]
New developments in zinc-catalyzed asymmetric hydrosilylation of ketones with PMHS
[J].
Bette, V
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim, F-35042 Rennes, France
Bette, V
;
Mortreux, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim, F-35042 Rennes, France
Mortreux, A
;
Savoia, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim, F-35042 Rennes, France
Savoia, D
;
Carpentier, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Rennes 1, UMR 6509 CNRS, Inst Chim, F-35042 Rennes, France
Carpentier, JF
.
TETRAHEDRON,
2004,
60
(12)
:2837
-2842
[7]
New chiral 1,2-diamines and their use in zinc-catalyzed asymmetric hydrosilylation of acetophenone
[J].
Bette, V
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, CNRS, UPRESA 8010, ENSCL, F-59652 Villeneuve Dascq, France
Bette, V
;
Mortreux, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, CNRS, UPRESA 8010, ENSCL, F-59652 Villeneuve Dascq, France
Mortreux, A
;
Ferioli, F
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, CNRS, UPRESA 8010, ENSCL, F-59652 Villeneuve Dascq, France
Ferioli, F
;
论文数:
引用数:
h-index:
机构:
Martelli, G
;
Savoia, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, CNRS, UPRESA 8010, ENSCL, F-59652 Villeneuve Dascq, France
Savoia, D
;
Carpentier, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Lille 1, CNRS, UPRESA 8010, ENSCL, F-59652 Villeneuve Dascq, France
Carpentier, JF
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2004,
2004
(14)
:3040
-3045
[8]
B(C6F5)3-catalyzed silation of alcohols:: A mild, general method for synthesis of silyl ethers
[J].
Blackwell, JM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Blackwell, JM
;
Foster, KL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Foster, KL
;
Beck, VH
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Beck, VH
;
Piers, WE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
Piers, WE
.
JOURNAL OF ORGANIC CHEMISTRY,
1999,
64
(13)
:4887
-4892
[9]
STEREOCONTROLLED TOTAL SYNTHESIS OF (+)-PARAHERQUAMIDE-B
[J].
CUSHING, TD
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
CUSHING, TD
;
SANZCERVERA, JF
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
SANZCERVERA, JF
;
WILLIAMS, RM
论文数:
0
引用数:
0
h-index:
0
机构:
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
WILLIAMS, RM
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1993,
115
(20)
:9323
-9324
[10]
Reduction of amides with silanes catalyzed by MoO2Cl2
[J].
Fernandes, Ana C.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Nova Lisboa, Inst Tecnol Quim & Biol, EAN, P-2781901 Oeiras, Portugal
Univ Nova Lisboa, Inst Tecnol Quim & Biol, EAN, P-2781901 Oeiras, Portugal
Fernandes, Ana C.
;
Romao, Carlos C.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Nova Lisboa, Inst Tecnol Quim & Biol, EAN, P-2781901 Oeiras, Portugal
Univ Nova Lisboa, Inst Tecnol Quim & Biol, EAN, P-2781901 Oeiras, Portugal
Romao, Carlos C.
.
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL,
2007,
272
(1-2)
:60
-63
←
1
2
3
4
5
→