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Copper-mediated synthesis of N-acyl vinylogous carbamic acids and derivatives:: Synthesis of the antibiotic CJ-15,801
被引:138
作者
:
Han, C
论文数:
0
引用数:
0
h-index:
0
机构:
Boston Univ, Dept Chem, Boston, MA 02215 USA
Han, C
Shen, RC
论文数:
0
引用数:
0
h-index:
0
机构:
Boston Univ, Dept Chem, Boston, MA 02215 USA
Shen, RC
Su, S
论文数:
0
引用数:
0
h-index:
0
机构:
Boston Univ, Dept Chem, Boston, MA 02215 USA
Su, S
Porco, JA
论文数:
0
引用数:
0
h-index:
0
机构:
Boston Univ, Dept Chem, Boston, MA 02215 USA
Porco, JA
机构
:
[1]
Boston Univ, Dept Chem, Boston, MA 02215 USA
[2]
Boston Univ, Ctr Chem Methodol & Lib Dev, Boston, MA 02215 USA
来源
:
ORGANIC LETTERS
|
2004年
/ 6卷
/ 01期
关键词
:
D O I
:
10.1021/ol0360041
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
Copper(I)-mediated C-N bond formation has been employed to prepare both N-acyl vinylogous carbamic acids and ureas. The novel N-acyl vinylogous carbamic acid antibiotic, CJ-15,801, was synthesized using this methodology.
引用
收藏
页码:27 / 30
页数:4
相关论文
共 44 条
[1]
Copper-mediated cross-coupling of organostannanes with organic iodides at or below room temperature
[J].
Allred, GD
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0
引用数:
0
h-index:
0
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EMORY UNIV,SANFORD S ATWOOD CHEM CTR,ATLANTA,GA 30322
EMORY UNIV,SANFORD S ATWOOD CHEM CTR,ATLANTA,GA 30322
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;
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EMORY UNIV,SANFORD S ATWOOD CHEM CTR,ATLANTA,GA 30322
EMORY UNIV,SANFORD S ATWOOD CHEM CTR,ATLANTA,GA 30322
Liebeskind, LS
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1996,
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:2748
-2749
[2]
Aquino F, 2000, SYNTHESIS-STUTTGART, P731
[3]
PROTON-TRANSFER STEPS IN STEGLICH ESTERIFICATION - A VERY PRACTICAL NEW METHOD FOR MACROLACTONIZATION
[J].
BODEN, EP
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0
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0
h-index:
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UNIV UTAH,DEPT CHEM,SALT LAKE CITY,UT 84112
UNIV UTAH,DEPT CHEM,SALT LAKE CITY,UT 84112
BODEN, EP
;
KECK, GE
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UNIV UTAH,DEPT CHEM,SALT LAKE CITY,UT 84112
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KECK, GE
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JOURNAL OF ORGANIC CHEMISTRY,
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A STUDY OF THE SCOPE OF THE [4+2] CYCLO-ADDITION REACTIONS OF UNACTIVATED 1,3-OXAZIN-6-ONES
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BOGER, DL
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WYSOCKI, RJ
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JOURNAL OF ORGANIC CHEMISTRY,
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EQUILIBRIUM ACIDITIES IN DIMETHYL-SULFOXIDE SOLUTION
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ACCOUNTS OF CHEMICAL RESEARCH,
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ANTIINFLAMMATORY BETA-ARYLAMIDOACRYLIC ACIDS
[J].
BUCKLER, RT
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MILES LABS INC,TOXICOL DEPT,RES DIV,ELKHART,IN 46514
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;
HARTZLER, HE
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MILES LABS INC,TOXICOL DEPT,RES DIV,ELKHART,IN 46514
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;
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0
机构:
MILES LABS INC,TOXICOL DEPT,RES DIV,ELKHART,IN 46514
PHILLIPS, BM
.
JOURNAL OF MEDICINAL CHEMISTRY,
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18
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[7]
Copper- and palladium-catalyzed intramolecular aryl guanidinylation: An efficient method for the synthesis of 2-aminobenzimidazoles
[J].
Evindar, G
论文数:
0
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0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Evindar, G
;
Batey, RA
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Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Batey, RA
.
ORGANIC LETTERS,
2003,
5
(02)
:133
-136
[8]
Cu-O stretching frequency correlation with phenanthroline pKa values in mixed copper complexes
[J].
Gasque, L
论文数:
0
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0
h-index:
0
机构:
Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
Gasque, L
;
Medina, G
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Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
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;
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Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
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;
Moreno-Esparza, R
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Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
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Moreno-Esparza, R
.
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:106
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[9]
Allylic protecting groups and their use in a complex environment -: Part II:: Allylic protecting groups and their removal through catalytic palladium π-allyl methodology
[J].
Guibé, F
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0
引用数:
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h-index:
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机构:
Univ Paris 11, Inst Chim Mol Orsay, CNRS, Lab React Organ Select, F-91405 Orsay, France
Univ Paris 11, Inst Chim Mol Orsay, CNRS, Lab React Organ Select, F-91405 Orsay, France
Guibé, F
.
TETRAHEDRON,
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54
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:2967
-3042
[10]
Remarkable reactivity difference in oxygen-substituted versus non-oxygen-substituted bromoalkynes in Cu(I)-catalyzed cross-coupling reactions:: Total synthesis of (-)-S-18-hydroxyminquartynoic acid
[J].
Gung, BW
论文数:
0
引用数:
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h-index:
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机构:
Miami Univ, Dept Chem & Biochem, Oxford, OH 45056 USA
Miami Univ, Dept Chem & Biochem, Oxford, OH 45056 USA
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h-index:
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Miami Univ, Dept Chem & Biochem, Oxford, OH 45056 USA
Miami Univ, Dept Chem & Biochem, Oxford, OH 45056 USA
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JOURNAL OF ORGANIC CHEMISTRY,
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←
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2
3
4
5
→
共 44 条
[1]
Copper-mediated cross-coupling of organostannanes with organic iodides at or below room temperature
[J].
Allred, GD
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,SANFORD S ATWOOD CHEM CTR,ATLANTA,GA 30322
EMORY UNIV,SANFORD S ATWOOD CHEM CTR,ATLANTA,GA 30322
Allred, GD
;
Liebeskind, LS
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,SANFORD S ATWOOD CHEM CTR,ATLANTA,GA 30322
EMORY UNIV,SANFORD S ATWOOD CHEM CTR,ATLANTA,GA 30322
Liebeskind, LS
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1996,
118
(11)
:2748
-2749
[2]
Aquino F, 2000, SYNTHESIS-STUTTGART, P731
[3]
PROTON-TRANSFER STEPS IN STEGLICH ESTERIFICATION - A VERY PRACTICAL NEW METHOD FOR MACROLACTONIZATION
[J].
BODEN, EP
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV UTAH,DEPT CHEM,SALT LAKE CITY,UT 84112
UNIV UTAH,DEPT CHEM,SALT LAKE CITY,UT 84112
BODEN, EP
;
KECK, GE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV UTAH,DEPT CHEM,SALT LAKE CITY,UT 84112
UNIV UTAH,DEPT CHEM,SALT LAKE CITY,UT 84112
KECK, GE
.
JOURNAL OF ORGANIC CHEMISTRY,
1985,
50
(13)
:2394
-2395
[4]
A STUDY OF THE SCOPE OF THE [4+2] CYCLO-ADDITION REACTIONS OF UNACTIVATED 1,3-OXAZIN-6-ONES
[J].
BOGER, DL
论文数:
0
引用数:
0
h-index:
0
BOGER, DL
;
WYSOCKI, RJ
论文数:
0
引用数:
0
h-index:
0
WYSOCKI, RJ
.
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(03)
:714
-718
[5]
EQUILIBRIUM ACIDITIES IN DIMETHYL-SULFOXIDE SOLUTION
[J].
BORDWELL, FG
论文数:
0
引用数:
0
h-index:
0
BORDWELL, FG
.
ACCOUNTS OF CHEMICAL RESEARCH,
1988,
21
(12)
:456
-463
[6]
ANTIINFLAMMATORY BETA-ARYLAMIDOACRYLIC ACIDS
[J].
BUCKLER, RT
论文数:
0
引用数:
0
h-index:
0
机构:
MILES LABS INC,TOXICOL DEPT,RES DIV,ELKHART,IN 46514
BUCKLER, RT
;
HARTZLER, HE
论文数:
0
引用数:
0
h-index:
0
机构:
MILES LABS INC,TOXICOL DEPT,RES DIV,ELKHART,IN 46514
HARTZLER, HE
;
PHILLIPS, BM
论文数:
0
引用数:
0
h-index:
0
机构:
MILES LABS INC,TOXICOL DEPT,RES DIV,ELKHART,IN 46514
PHILLIPS, BM
.
JOURNAL OF MEDICINAL CHEMISTRY,
1975,
18
(05)
:509
-513
[7]
Copper- and palladium-catalyzed intramolecular aryl guanidinylation: An efficient method for the synthesis of 2-aminobenzimidazoles
[J].
Evindar, G
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Evindar, G
;
Batey, RA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
Batey, RA
.
ORGANIC LETTERS,
2003,
5
(02)
:133
-136
[8]
Cu-O stretching frequency correlation with phenanthroline pKa values in mixed copper complexes
[J].
Gasque, L
论文数:
0
引用数:
0
h-index:
0
机构:
Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
Gasque, L
;
Medina, G
论文数:
0
引用数:
0
h-index:
0
机构:
Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
Medina, G
;
Ruiz-Ramírez, L
论文数:
0
引用数:
0
h-index:
0
机构:
Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
Ruiz-Ramírez, L
;
Moreno-Esparza, R
论文数:
0
引用数:
0
h-index:
0
机构:
Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
Natl Autonomous Univ Mexico, Fac Quim, Dept Quim Inorgan, Mexico City 04510, DF, Mexico
Moreno-Esparza, R
.
INORGANICA CHIMICA ACTA,
1999,
288
(01)
:106
-111
[9]
Allylic protecting groups and their use in a complex environment -: Part II:: Allylic protecting groups and their removal through catalytic palladium π-allyl methodology
[J].
Guibé, F
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Paris 11, Inst Chim Mol Orsay, CNRS, Lab React Organ Select, F-91405 Orsay, France
Univ Paris 11, Inst Chim Mol Orsay, CNRS, Lab React Organ Select, F-91405 Orsay, France
Guibé, F
.
TETRAHEDRON,
1998,
54
(13)
:2967
-3042
[10]
Remarkable reactivity difference in oxygen-substituted versus non-oxygen-substituted bromoalkynes in Cu(I)-catalyzed cross-coupling reactions:: Total synthesis of (-)-S-18-hydroxyminquartynoic acid
[J].
Gung, BW
论文数:
0
引用数:
0
h-index:
0
机构:
Miami Univ, Dept Chem & Biochem, Oxford, OH 45056 USA
Miami Univ, Dept Chem & Biochem, Oxford, OH 45056 USA
Gung, BW
;
Kumi, G
论文数:
0
引用数:
0
h-index:
0
机构:
Miami Univ, Dept Chem & Biochem, Oxford, OH 45056 USA
Miami Univ, Dept Chem & Biochem, Oxford, OH 45056 USA
Kumi, G
.
JOURNAL OF ORGANIC CHEMISTRY,
2003,
68
(15)
:5956
-5960
←
1
2
3
4
5
→