学术探索
学术期刊
新闻热点
数据分析
智能评审
立即登录
A chiral primary amine thiourea catalyst for the highly enantioselective direct conjugate addition of α,α-disubstituted aldehydes to nitroalkenes
被引:361
作者
:
Lalonde, Mathieu P.
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Lalonde, Mathieu P.
[
1
]
Chen, Yonggang
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Chen, Yonggang
[
1
]
Jacobsen, Eric N.
论文数:
0
引用数:
0
h-index:
0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
Jacobsen, Eric N.
[
1
]
机构
:
[1]
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2006年
/ 45卷
/ 38期
关键词
:
amines;
asymmetric catalysis;
conjugate addition;
organocatalysis;
D O I
:
10.1002/anie.200602221
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
(Chemical Equation Presented) Dual activation: The bifunctional primary amine thiourea catalyst 1 promotes the highly enantioselective direct conjugate addition of α-branched aldehydes to nitroalkenes (see scheme). Cooperative activation of both the nucleophile and electrophile allows the use of mild reaction conditions and provides access to a wide variety of adducts with vicinal quaternary and tertiary stereogenic centers (>90% ee). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:6366 / 6370
页数:5
相关论文
共 91 条
[61]
Enantio- and diastereoselective Michael reaction of 1,3-dicarbonyl compounds to nitroolefins catalyzed by a bifunctional thiourea
Okino, T
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
Okino, T
Hoashi, Y
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
Hoashi, Y
Furukawa, T
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
Furukawa, T
Xu, XN
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
Xu, XN
论文数:
引用数:
h-index:
机构:
Takemoto, Y
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005,
127
(01)
: 119
-
125
[62]
Enantioselective Aza-Henry reaction catalyzed by a bifunctional organocatalyst
Okino, T
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
Okino, T
Nakamura, S
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
Nakamura, S
Furukawa, T
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
Furukawa, T
论文数:
引用数:
h-index:
机构:
Takemoto, Y
[J].
ORGANIC LETTERS,
2004,
6
(04)
: 625
-
627
[63]
Enantioselective Michael reaction of malonates to nitroolefins catalyzed by bifunctional organocatalysts
Okino, T
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
Okino, T
Hoashi, Y
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
Hoashi, Y
论文数:
引用数:
h-index:
机构:
Takemoto, Y
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003,
125
(42)
: 12672
-
12673
[64]
PFAU M, 1970, J CHEM SOC CHEM COMM, P66
[65]
Prebiotic amino acids as asymmetric catalysts
Pizzarello, S
论文数:
0
引用数:
0
h-index:
0
机构:
Arizona State Univ, Dept Chem & Biochem, Tempe, AZ 85287 USA
Arizona State Univ, Dept Chem & Biochem, Tempe, AZ 85287 USA
Pizzarello, S
Weber, AL
论文数:
0
引用数:
0
h-index:
0
机构:
Arizona State Univ, Dept Chem & Biochem, Tempe, AZ 85287 USA
Weber, AL
[J].
SCIENCE,
2004,
303
(5661)
: 1151
-
1151
[66]
RISALITI A, 1966, TETRAHEDRON LETT, P6331
[67]
RISALITI A, 1966, TETRAHEDRON LETT, P1821
[68]
Metal-free organocatalysis through explicit hydrogen bonding interactions
Schreiner, PR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Giessen, Inst Organ Chem, D-35392 Giessen, Germany
Univ Giessen, Inst Organ Chem, D-35392 Giessen, Germany
Schreiner, PR
[J].
CHEMICAL SOCIETY REVIEWS,
2003,
32
(05)
: 289
-
296
[69]
ON THE STERIC COURSE OF THE REACTION OF ENAMINES DERIVED FROM OPEN-CHAIN ALDEHYDES AND KETONES WITH NITRO-OLEFINS YIELDING 2,3-DISUBSTITUTED 4-NITROKETONES
SEEBACH, D
论文数:
0
引用数:
0
h-index:
0
SEEBACH, D
BECK, AK
论文数:
0
引用数:
0
h-index:
0
BECK, AK
GOLINSKI, J
论文数:
0
引用数:
0
h-index:
0
GOLINSKI, J
HAY, JN
论文数:
0
引用数:
0
h-index:
0
HAY, JN
LAUBE, T
论文数:
0
引用数:
0
h-index:
0
LAUBE, T
[J].
HELVETICA CHIMICA ACTA,
1985,
68
(01)
: 162
-
172
[70]
SYNTHESIS OF OPEN-CHAIN 2,3-DISUBSTITUTED 4-NITROKETONES BY DIASTEREOSELECTIVE MICHAEL-ADDITION OF (E)-ENAMINES TO (E)-NITROOLEFINS - A TOPOLOGICAL RULE FOR C,C-BOND FORMING PROCESSES BETWEEN PROCHIRAL CENTERS
SEEBACH, D
论文数:
0
引用数:
0
h-index:
0
SEEBACH, D
GOLINSKI, J
论文数:
0
引用数:
0
h-index:
0
GOLINSKI, J
[J].
HELVETICA CHIMICA ACTA,
1981,
64
(05)
: 1413
-
1423
←
1
2
3
4
5
6
7
8
9
10
→
共 91 条
[61]
Enantio- and diastereoselective Michael reaction of 1,3-dicarbonyl compounds to nitroolefins catalyzed by a bifunctional thiourea
Okino, T
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
Okino, T
Hoashi, Y
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
Hoashi, Y
Furukawa, T
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
Furukawa, T
Xu, XN
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
Xu, XN
论文数:
引用数:
h-index:
机构:
Takemoto, Y
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005,
127
(01)
: 119
-
125
[62]
Enantioselective Aza-Henry reaction catalyzed by a bifunctional organocatalyst
Okino, T
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
Okino, T
Nakamura, S
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
Nakamura, S
Furukawa, T
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
Furukawa, T
论文数:
引用数:
h-index:
机构:
Takemoto, Y
[J].
ORGANIC LETTERS,
2004,
6
(04)
: 625
-
627
[63]
Enantioselective Michael reaction of malonates to nitroolefins catalyzed by bifunctional organocatalysts
Okino, T
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
Okino, T
Hoashi, Y
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
Hoashi, Y
论文数:
引用数:
h-index:
机构:
Takemoto, Y
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003,
125
(42)
: 12672
-
12673
[64]
PFAU M, 1970, J CHEM SOC CHEM COMM, P66
[65]
Prebiotic amino acids as asymmetric catalysts
Pizzarello, S
论文数:
0
引用数:
0
h-index:
0
机构:
Arizona State Univ, Dept Chem & Biochem, Tempe, AZ 85287 USA
Arizona State Univ, Dept Chem & Biochem, Tempe, AZ 85287 USA
Pizzarello, S
Weber, AL
论文数:
0
引用数:
0
h-index:
0
机构:
Arizona State Univ, Dept Chem & Biochem, Tempe, AZ 85287 USA
Weber, AL
[J].
SCIENCE,
2004,
303
(5661)
: 1151
-
1151
[66]
RISALITI A, 1966, TETRAHEDRON LETT, P6331
[67]
RISALITI A, 1966, TETRAHEDRON LETT, P1821
[68]
Metal-free organocatalysis through explicit hydrogen bonding interactions
Schreiner, PR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Giessen, Inst Organ Chem, D-35392 Giessen, Germany
Univ Giessen, Inst Organ Chem, D-35392 Giessen, Germany
Schreiner, PR
[J].
CHEMICAL SOCIETY REVIEWS,
2003,
32
(05)
: 289
-
296
[69]
ON THE STERIC COURSE OF THE REACTION OF ENAMINES DERIVED FROM OPEN-CHAIN ALDEHYDES AND KETONES WITH NITRO-OLEFINS YIELDING 2,3-DISUBSTITUTED 4-NITROKETONES
SEEBACH, D
论文数:
0
引用数:
0
h-index:
0
SEEBACH, D
BECK, AK
论文数:
0
引用数:
0
h-index:
0
BECK, AK
GOLINSKI, J
论文数:
0
引用数:
0
h-index:
0
GOLINSKI, J
HAY, JN
论文数:
0
引用数:
0
h-index:
0
HAY, JN
LAUBE, T
论文数:
0
引用数:
0
h-index:
0
LAUBE, T
[J].
HELVETICA CHIMICA ACTA,
1985,
68
(01)
: 162
-
172
[70]
SYNTHESIS OF OPEN-CHAIN 2,3-DISUBSTITUTED 4-NITROKETONES BY DIASTEREOSELECTIVE MICHAEL-ADDITION OF (E)-ENAMINES TO (E)-NITROOLEFINS - A TOPOLOGICAL RULE FOR C,C-BOND FORMING PROCESSES BETWEEN PROCHIRAL CENTERS
SEEBACH, D
论文数:
0
引用数:
0
h-index:
0
SEEBACH, D
GOLINSKI, J
论文数:
0
引用数:
0
h-index:
0
GOLINSKI, J
[J].
HELVETICA CHIMICA ACTA,
1981,
64
(05)
: 1413
-
1423
←
1
2
3
4
5
6
7
8
9
10
→