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Synthetic studies on the preparation of nucleoside 5′-H-phosphonate monoesters under the Mitsunobu reaction conditions
被引:4
作者
:
Laven, Gaston
论文数:
0
引用数:
0
h-index:
0
机构:
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
Polish Acad Sci, Inst Bioorgan Chem, PL-61704 Poznan, Poland
Laven, Gaston
[
2
]
Stawinski, Jacek
论文数:
0
引用数:
0
h-index:
0
机构:
Polish Acad Sci, Inst Bioorgan Chem, PL-61704 Poznan, Poland
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
Polish Acad Sci, Inst Bioorgan Chem, PL-61704 Poznan, Poland
Stawinski, Jacek
[
1
,
2
]
机构
:
[1]
Polish Acad Sci, Inst Bioorgan Chem, PL-61704 Poznan, Poland
[2]
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
来源
:
ARKIVOC
|
2009年
基金
:
瑞典研究理事会;
关键词
:
H-Phosphonate monoesters;
phosphonic acid;
the Mitsunobu reaction;
ESTERIFICATION REACTION;
H-PHOSPHONATES;
MECHANISM;
TRIPHENYLPHOSPHINE;
REAGENTS;
AZODICARBOXYLATE;
INVOLVEMENT;
ACTIVATION;
SEPARATION;
ESTERS;
D O I
:
10.3998/ark.5550190.0010.304
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
A reaction of suitably protected nucleosides with phosphonic acid in the presence of diethyl azodicarboxylate and triphenylphosphine in pyridine provided in good yields the corresponding 5'-H-phosphonate monoesters.
引用
收藏
页码:20 / +
页数:13
相关论文
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Mechanistic study of the Mitsunobu reaction
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Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
Ahn, CJ
Correia, R
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Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
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DeShong, P
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0
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Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
DeShong, P
[J].
JOURNAL OF ORGANIC CHEMISTRY,
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A new approach to stereospecific synthesis of P-chiral phosphorothioates.: Preparation of diastereomeric dithymidyl-(3′-5′) phosphorothioates
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Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
Almer, H
Szabo, T
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0
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Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
Szabo, T
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Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
Stawinski, J
[J].
CHEMICAL COMMUNICATIONS,
2004,
(03)
: 290
-
291
[3]
STRUCTURE AND REACTIVITY OF BETAINE DERIVED FROM TRIPHENYLPHOSPHINE AND DIMETHYL AZODICARBOXYLATE
BRUNN, E
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0
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Institut für Organische Chemie, Universität München
BRUNN, E
HUISGEN, R
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0
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0
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0
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Institut für Organische Chemie, Universität München
HUISGEN, R
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
1969,
8
(07)
: 513
-
&
[4]
The mitsunobu reaction: Origin, mechanism, improvements, and applications
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Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
But, Tracy Yuen Sze
Toy, Patrick H.
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0
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0
h-index:
0
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Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
Toy, Patrick H.
[J].
CHEMISTRY-AN ASIAN JOURNAL,
2007,
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: 1340
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[5]
MECHANISM OF THE MITSUNOBU ESTERIFICATION REACTION .1. THE INVOLVEMENT OF PHOSPHORANES AND OXYPHOSPHONIUM SALTS
CAMP, D
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GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
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GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
JENKINS, ID
[J].
JOURNAL OF ORGANIC CHEMISTRY,
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54
(13)
: 3045
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3049
[6]
MECHANISM OF THE MITSUNOBU ESTERIFICATION REACTION .2. THE INVOLVEMENT OF (ACYLOXY)ALKOXYPHOSPHORANES
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GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
CAMP, D
JENKINS, ID
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0
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GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
JENKINS, ID
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(13)
: 3049
-
3054
[7]
THE SYNTHESIS OF PHOSPHONATE ESTERS, AN EXTENSION OF THE MITSUNOBU REACTION
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0
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0
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Affymax Research Institute, Palo Alto, California 94304
CAMPBELL, DA
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1992,
57
(23)
: 6331
-
6335
[8]
SOME OBSERVATIONS ON THE MECHANISM OF THE MITSUNOBU REACTION
CRICH, D
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DYKER, H
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DYKER, H
HARRIS, RJ
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0
引用数:
0
h-index:
0
HARRIS, RJ
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(01)
: 257
-
259
[9]
Second generation fluorous DEAD reagents have expanded scope in the mitsunobu reaction and retain convenient separation features
Dandapani, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Dandapani, S
Curran, DP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Curran, DP
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2004,
69
(25)
: 8751
-
8757
[10]
Separation-friendly Mitsunobu reactions: A microcosm of recent developments in separation strategies
Dandapani, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Dandapani, S
Curran, DP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Curran, DP
[J].
CHEMISTRY-A EUROPEAN JOURNAL,
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(13)
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→
共 40 条
[1]
Mechanistic study of the Mitsunobu reaction
Ahn, CJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
Ahn, CJ
Correia, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
Correia, R
DeShong, P
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
DeShong, P
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2002,
67
(06)
: 1751
-
1753
[2]
A new approach to stereospecific synthesis of P-chiral phosphorothioates.: Preparation of diastereomeric dithymidyl-(3′-5′) phosphorothioates
Almer, H
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
Almer, H
Szabo, T
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
Szabo, T
Stawinski, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
Stawinski, J
[J].
CHEMICAL COMMUNICATIONS,
2004,
(03)
: 290
-
291
[3]
STRUCTURE AND REACTIVITY OF BETAINE DERIVED FROM TRIPHENYLPHOSPHINE AND DIMETHYL AZODICARBOXYLATE
BRUNN, E
论文数:
0
引用数:
0
h-index:
0
机构:
Institut für Organische Chemie, Universität München
BRUNN, E
HUISGEN, R
论文数:
0
引用数:
0
h-index:
0
机构:
Institut für Organische Chemie, Universität München
HUISGEN, R
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
1969,
8
(07)
: 513
-
&
[4]
The mitsunobu reaction: Origin, mechanism, improvements, and applications
But, Tracy Yuen Sze
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
But, Tracy Yuen Sze
Toy, Patrick H.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
Toy, Patrick H.
[J].
CHEMISTRY-AN ASIAN JOURNAL,
2007,
2
(11)
: 1340
-
1355
[5]
MECHANISM OF THE MITSUNOBU ESTERIFICATION REACTION .1. THE INVOLVEMENT OF PHOSPHORANES AND OXYPHOSPHONIUM SALTS
CAMP, D
论文数:
0
引用数:
0
h-index:
0
机构:
GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
CAMP, D
JENKINS, ID
论文数:
0
引用数:
0
h-index:
0
机构:
GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
JENKINS, ID
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(13)
: 3045
-
3049
[6]
MECHANISM OF THE MITSUNOBU ESTERIFICATION REACTION .2. THE INVOLVEMENT OF (ACYLOXY)ALKOXYPHOSPHORANES
CAMP, D
论文数:
0
引用数:
0
h-index:
0
机构:
GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
CAMP, D
JENKINS, ID
论文数:
0
引用数:
0
h-index:
0
机构:
GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
GRIFFITH UNIV,SCH SCI,NATHAN,QLD 4111,AUSTRALIA
JENKINS, ID
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(13)
: 3049
-
3054
[7]
THE SYNTHESIS OF PHOSPHONATE ESTERS, AN EXTENSION OF THE MITSUNOBU REACTION
CAMPBELL, DA
论文数:
0
引用数:
0
h-index:
0
机构:
Affymax Research Institute, Palo Alto, California 94304
CAMPBELL, DA
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1992,
57
(23)
: 6331
-
6335
[8]
SOME OBSERVATIONS ON THE MECHANISM OF THE MITSUNOBU REACTION
CRICH, D
论文数:
0
引用数:
0
h-index:
0
CRICH, D
DYKER, H
论文数:
0
引用数:
0
h-index:
0
DYKER, H
HARRIS, RJ
论文数:
0
引用数:
0
h-index:
0
HARRIS, RJ
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(01)
: 257
-
259
[9]
Second generation fluorous DEAD reagents have expanded scope in the mitsunobu reaction and retain convenient separation features
Dandapani, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Dandapani, S
Curran, DP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Curran, DP
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2004,
69
(25)
: 8751
-
8757
[10]
Separation-friendly Mitsunobu reactions: A microcosm of recent developments in separation strategies
Dandapani, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Dandapani, S
Curran, DP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Curran, DP
[J].
CHEMISTRY-A EUROPEAN JOURNAL,
2004,
10
(13)
: 3130
-
3138
←
1
2
3
4
→