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A facile and rapid route to highly enantiopure 1,2-diols by novel catalytic asymmetric α-aminoxylation of aldehydes
被引:418
作者
:
Zhong, GF
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Zhong, GF
机构
:
[1]
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[2]
Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2003年
/ 42卷
/ 35期
关键词
:
alcohols;
aldehydes;
asymmetric catalysis;
enantioselectivity;
proline;
D O I
:
10.1002/anie.200352097
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
引用
收藏
页码:4247 / 4250
页数:4
相关论文
共 47 条
[1]
Transition states of amine-catalyzed aldol reactions involving enamine intermediates: Theoretical studies of mechanism, reactivity, and stereoselectivity
Bahmanyar, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Bahmanyar, S
Houk, KN
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Houk, KN
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001,
123
(45)
: 11273
-
11283
[2]
Immune versus natural selection: Antibody aldolases with enzymic rates but broader scope
Barbas, CF
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Barbas, CF
Heine, A
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Heine, A
Zhong, GF
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Zhong, GF
Hoffmann, T
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Hoffmann, T
Gramatikova, S
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Gramatikova, S
Bjornestedt, R
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Bjornestedt, R
List, B
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
List, B
Anderson, J
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Anderson, J
Stura, EA
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Stura, EA
Wilson, IA
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Wilson, IA
Lerner, RA
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Lerner, RA
[J].
SCIENCE,
1997,
278
(5346)
: 2085
-
2092
[3]
Catalytic direct asymmetric Michael reactions: Taming naked aldehyde donors
Betancort, JM
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Betancort, JM
Barbas, CF
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Barbas, CF
[J].
ORGANIC LETTERS,
2001,
3
(23)
: 3737
-
3740
[4]
Bogevig A, 2002, ANGEW CHEM INT EDIT, V41, P1790, DOI 10.1002/1521-3773(20020517)41:10<1790::AID-ANIE1790>3.0.CO
[5]
2-Y
[6]
Bogevig A., 2002, ANGEW CHEM, V114, P1868
[7]
A new method for the synthesis of fluoro-carbohydrates and glycosides using selectfluor
Burkart, MD
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Burkart, MD
Zhang, ZY
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Zhang, ZY
Hung, SC
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Hung, SC
Wong, CH
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Wong, CH
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(49)
: 11743
-
11746
[8]
Facile synthesis of terminal 1,2-diols with high optical purity via oxazaborolidine-catalyzed asymmetric borane reduction
Cho, BT
论文数:
0
引用数:
0
h-index:
0
机构:
Hallym Univ, Dept Chem, Kangwondo 200702, South Korea
Hallym Univ, Dept Chem, Kangwondo 200702, South Korea
Cho, BT
Chun, YS
论文数:
0
引用数:
0
h-index:
0
机构:
Hallym Univ, Dept Chem, Kangwondo 200702, South Korea
Hallym Univ, Dept Chem, Kangwondo 200702, South Korea
Chun, YS
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1998,
63
(15)
: 5280
-
5282
[9]
A practical method for synthesis of terminal 1,2-diols in high enantiomeric excess via oxazaborolidine-catalyzed asymmetric reduction
Cho, BT
论文数:
0
引用数:
0
h-index:
0
机构:
Hallym Univ, Dept Chem, Chunchon 200702, Kangwondo, South Korea
Hallym Univ, Dept Chem, Chunchon 200702, Kangwondo, South Korea
Cho, BT
Chun, YS
论文数:
0
引用数:
0
h-index:
0
机构:
Hallym Univ, Dept Chem, Chunchon 200702, Kangwondo, South Korea
Hallym Univ, Dept Chem, Chunchon 200702, Kangwondo, South Korea
Chun, YS
[J].
TETRAHEDRON-ASYMMETRY,
1999,
10
(10)
: 1843
-
1846
[10]
Proline-catalyzed one-step asymmetric synthesis of 5-hydroxy-(2E)-hexenal from acetaldehyde
Córdova, A
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Córdova, A
Notz, W
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Notz, W
Barbas, CF
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Barbas, CF
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2002,
67
(01)
: 301
-
303
←
1
2
3
4
5
→
共 47 条
[1]
Transition states of amine-catalyzed aldol reactions involving enamine intermediates: Theoretical studies of mechanism, reactivity, and stereoselectivity
Bahmanyar, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Bahmanyar, S
Houk, KN
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
Houk, KN
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001,
123
(45)
: 11273
-
11283
[2]
Immune versus natural selection: Antibody aldolases with enzymic rates but broader scope
Barbas, CF
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Barbas, CF
Heine, A
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Heine, A
Zhong, GF
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Zhong, GF
Hoffmann, T
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Hoffmann, T
Gramatikova, S
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Gramatikova, S
Bjornestedt, R
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Bjornestedt, R
List, B
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
List, B
Anderson, J
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Anderson, J
Stura, EA
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Stura, EA
Wilson, IA
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Wilson, IA
Lerner, RA
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst. for Chemical Biology, Department of Molecular Biology, Scripps Research Institute, San Diego, CA 92037
Lerner, RA
[J].
SCIENCE,
1997,
278
(5346)
: 2085
-
2092
[3]
Catalytic direct asymmetric Michael reactions: Taming naked aldehyde donors
Betancort, JM
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Betancort, JM
Barbas, CF
论文数:
0
引用数:
0
h-index:
0
机构:
Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Barbas, CF
[J].
ORGANIC LETTERS,
2001,
3
(23)
: 3737
-
3740
[4]
Bogevig A, 2002, ANGEW CHEM INT EDIT, V41, P1790, DOI 10.1002/1521-3773(20020517)41:10<1790::AID-ANIE1790>3.0.CO
[5]
2-Y
[6]
Bogevig A., 2002, ANGEW CHEM, V114, P1868
[7]
A new method for the synthesis of fluoro-carbohydrates and glycosides using selectfluor
Burkart, MD
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Burkart, MD
Zhang, ZY
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Zhang, ZY
Hung, SC
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Hung, SC
Wong, CH
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
Wong, CH
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(49)
: 11743
-
11746
[8]
Facile synthesis of terminal 1,2-diols with high optical purity via oxazaborolidine-catalyzed asymmetric borane reduction
Cho, BT
论文数:
0
引用数:
0
h-index:
0
机构:
Hallym Univ, Dept Chem, Kangwondo 200702, South Korea
Hallym Univ, Dept Chem, Kangwondo 200702, South Korea
Cho, BT
Chun, YS
论文数:
0
引用数:
0
h-index:
0
机构:
Hallym Univ, Dept Chem, Kangwondo 200702, South Korea
Hallym Univ, Dept Chem, Kangwondo 200702, South Korea
Chun, YS
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1998,
63
(15)
: 5280
-
5282
[9]
A practical method for synthesis of terminal 1,2-diols in high enantiomeric excess via oxazaborolidine-catalyzed asymmetric reduction
Cho, BT
论文数:
0
引用数:
0
h-index:
0
机构:
Hallym Univ, Dept Chem, Chunchon 200702, Kangwondo, South Korea
Hallym Univ, Dept Chem, Chunchon 200702, Kangwondo, South Korea
Cho, BT
Chun, YS
论文数:
0
引用数:
0
h-index:
0
机构:
Hallym Univ, Dept Chem, Chunchon 200702, Kangwondo, South Korea
Hallym Univ, Dept Chem, Chunchon 200702, Kangwondo, South Korea
Chun, YS
[J].
TETRAHEDRON-ASYMMETRY,
1999,
10
(10)
: 1843
-
1846
[10]
Proline-catalyzed one-step asymmetric synthesis of 5-hydroxy-(2E)-hexenal from acetaldehyde
Córdova, A
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Córdova, A
Notz, W
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Notz, W
Barbas, CF
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
Barbas, CF
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2002,
67
(01)
: 301
-
303
←
1
2
3
4
5
→