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Synthesis of functionalized oxazolines and oxazoles with DAST and deoxo-fluor
被引:460
作者
:
Phillips, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Phillips, AJ
Uto, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Uto, Y
Wipf, P
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
Wipf, P
[
1
]
Reno, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Reno, MJ
Williams, DR
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
Williams, DR
机构
:
[1]
Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
[2]
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
来源
:
ORGANIC LETTERS
|
2000年
/ 2卷
/ 08期
关键词
:
D O I
:
10.1021/ol005777b
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
A mild and highly efficient cyclization of beta-hydroxy amides to oxazolines is described using DAST and Deoxo-Fluor reagents. A one-pot protocol for the synthesis of oxazoles from beta-hydroxy amides is also presented.
引用
收藏
页码:1165 / 1168
页数:4
相关论文
共 30 条
[1]
THE ACTION OF DIETHYLAMINOSULFUR TRIFLUORIDE (DAST) ON TRANS-4-AMIDO-3-CHROMANOLS - PREPARATION OF CIS-AMIDOALCOHOLS VIA OXAZOLINES
BURRELL, G
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
BURRELL, G
EVANS, JM
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
EVANS, JM
JONES, GE
论文数:
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0
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SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
JONES, GE
STEMP, G
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
STEMP, G
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TETRAHEDRON LETTERS,
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3652
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CHEN H, 1999, THESIS U PITTSBURGH
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RHODIUM-CATALYZED HETEROCYCLOADDITION ROUTE TO 1,3-OXAZOLES AS BUILDING-BLOCKS IN NATURAL-PRODUCTS SYNTHESIS
CONNELL, RD
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0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556
CONNELL, RD
TEBBE, M
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0
引用数:
0
h-index:
0
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UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556
TEBBE, M
GANGLOFF, AR
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0
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0
h-index:
0
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UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556
GANGLOFF, AR
HELQUIST, P
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0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556
HELQUIST, P
AKERMARK, B
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0
引用数:
0
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UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556
AKERMARK, B
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TETRAHEDRON,
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Selective lithiation of 2-methyloxazoles. Applications to pivotal bond constructions in the phorboxazole nucleus
Evans, DA
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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
Evans, DA
Cee, VJ
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
Cee, VJ
Smith, TE
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
Smith, TE
Santiago, KJ
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
Santiago, KJ
[J].
ORGANIC LETTERS,
1999,
1
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: 87
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90
[5]
Marine natural products
Faulkner, DJ
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0
引用数:
0
h-index:
0
机构:
Univ Calif San Diego, Scripps Inst Oceanog, La Jolla, CA 92093 USA
Univ Calif San Diego, Scripps Inst Oceanog, La Jolla, CA 92093 USA
Faulkner, DJ
[J].
NATURAL PRODUCT REPORTS,
2000,
17
(01)
: 7
-
55
[6]
FORMATION OF OXAZOLINES AND THIAZOLINES IN PEPTIDES BY THE MITSUNOBU REACTION
GALEOTTI, N
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0
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MONTAGNE, C
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0
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0
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0
MONTAGNE, C
PONCET, J
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0
引用数:
0
h-index:
0
PONCET, J
JOUIN, P
论文数:
0
引用数:
0
h-index:
0
JOUIN, P
[J].
TETRAHEDRON LETTERS,
1992,
33
(20)
: 2807
-
2810
[7]
THE CHEMISTRY OF 2-OXAZOLINES (1985-PRESENT)
GANT, TG
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
GANT, TG
MEYERS, AI
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
MEYERS, AI
[J].
TETRAHEDRON,
1994,
50
(08)
: 2297
-
2360
[8]
Harm AM, 1996, SYNLETT, P677
[9]
An efficient and versatile method for the synthesis of optically active 2-oxazolines: An acid-catalyzed condensation of ortho esters with amino alcohols
Kamata, K
论文数:
0
引用数:
0
h-index:
0
机构:
Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido 06102, Japan
Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido 06102, Japan
Kamata, K
Agata, I
论文数:
0
引用数:
0
h-index:
0
机构:
Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido 06102, Japan
Agata, I
Meyers, AI
论文数:
0
引用数:
0
h-index:
0
机构:
Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido 06102, Japan
Meyers, AI
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1998,
63
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: 3113
-
3116
[10]
LAFARGUE P, 1995, HETEROCYCLES, V41, P947
←
1
2
3
→
共 30 条
[1]
THE ACTION OF DIETHYLAMINOSULFUR TRIFLUORIDE (DAST) ON TRANS-4-AMIDO-3-CHROMANOLS - PREPARATION OF CIS-AMIDOALCOHOLS VIA OXAZOLINES
BURRELL, G
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
BURRELL, G
EVANS, JM
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
EVANS, JM
JONES, GE
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
JONES, GE
STEMP, G
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
STEMP, G
[J].
TETRAHEDRON LETTERS,
1990,
31
(25)
: 3649
-
3652
[2]
CHEN H, 1999, THESIS U PITTSBURGH
[3]
RHODIUM-CATALYZED HETEROCYCLOADDITION ROUTE TO 1,3-OXAZOLES AS BUILDING-BLOCKS IN NATURAL-PRODUCTS SYNTHESIS
CONNELL, RD
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556
CONNELL, RD
TEBBE, M
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556
TEBBE, M
GANGLOFF, AR
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556
GANGLOFF, AR
HELQUIST, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556
HELQUIST, P
AKERMARK, B
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556
AKERMARK, B
[J].
TETRAHEDRON,
1993,
49
(25)
: 5445
-
5459
[4]
Selective lithiation of 2-methyloxazoles. Applications to pivotal bond constructions in the phorboxazole nucleus
Evans, DA
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
Evans, DA
Cee, VJ
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
Cee, VJ
Smith, TE
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
Smith, TE
Santiago, KJ
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
Santiago, KJ
[J].
ORGANIC LETTERS,
1999,
1
(01)
: 87
-
90
[5]
Marine natural products
Faulkner, DJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Calif San Diego, Scripps Inst Oceanog, La Jolla, CA 92093 USA
Univ Calif San Diego, Scripps Inst Oceanog, La Jolla, CA 92093 USA
Faulkner, DJ
[J].
NATURAL PRODUCT REPORTS,
2000,
17
(01)
: 7
-
55
[6]
FORMATION OF OXAZOLINES AND THIAZOLINES IN PEPTIDES BY THE MITSUNOBU REACTION
GALEOTTI, N
论文数:
0
引用数:
0
h-index:
0
GALEOTTI, N
MONTAGNE, C
论文数:
0
引用数:
0
h-index:
0
MONTAGNE, C
PONCET, J
论文数:
0
引用数:
0
h-index:
0
PONCET, J
JOUIN, P
论文数:
0
引用数:
0
h-index:
0
JOUIN, P
[J].
TETRAHEDRON LETTERS,
1992,
33
(20)
: 2807
-
2810
[7]
THE CHEMISTRY OF 2-OXAZOLINES (1985-PRESENT)
GANT, TG
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
GANT, TG
MEYERS, AI
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
MEYERS, AI
[J].
TETRAHEDRON,
1994,
50
(08)
: 2297
-
2360
[8]
Harm AM, 1996, SYNLETT, P677
[9]
An efficient and versatile method for the synthesis of optically active 2-oxazolines: An acid-catalyzed condensation of ortho esters with amino alcohols
Kamata, K
论文数:
0
引用数:
0
h-index:
0
机构:
Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido 06102, Japan
Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido 06102, Japan
Kamata, K
Agata, I
论文数:
0
引用数:
0
h-index:
0
机构:
Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido 06102, Japan
Agata, I
Meyers, AI
论文数:
0
引用数:
0
h-index:
0
机构:
Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido 06102, Japan
Meyers, AI
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1998,
63
(09)
: 3113
-
3116
[10]
LAFARGUE P, 1995, HETEROCYCLES, V41, P947
←
1
2
3
→