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RING-FLUORINATED PROSTAGLANDINS - TOTAL SYNTHESIS OF (+/-)-10-ALPHA-FLUOROPROSTAGLANDIN F2-ALPHA METHYL-ESTER
被引:24
作者
:
GRIECO, PA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
GRIECO, PA
WILLIAMS, E
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
WILLIAMS, E
SUGAHARA, T
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
SUGAHARA, T
机构
:
[1]
Department of Chemistry, University of Pittsburgh, Pittsburgh
来源
:
JOURNAL OF ORGANIC CHEMISTRY
|
1979年
/ 44卷
/ 13期
关键词
:
D O I
:
10.1021/jo01327a034
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
The total synthesis of 10α-fluoroprostaglandin F2α methyl ester (1) is described. Introduction of fluorine at C(10) involved treatment of triflate 15 with tetra-n-butylammonium fluoride in refluxing tetrahydrofuran. © 1979, American Chemical Society. All rights reserved.
引用
收藏
页码:2194 / 2199
页数:6
相关论文
共 22 条
[1]
ANDERSEN NH, 1969, J LIPID RES, V10, P316
[2]
SYNTHESIS OF RING HALOGENATED PROSTAGLANDINS
ARRONIZ, CE
论文数:
0
引用数:
0
h-index:
0
机构:
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
ARRONIZ, CE
GALLINA, J
论文数:
0
引用数:
0
h-index:
0
机构:
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
GALLINA, J
MARTINEZ, E
论文数:
0
引用数:
0
h-index:
0
机构:
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
MARTINEZ, E
MUCHOWSKI, JM
论文数:
0
引用数:
0
h-index:
0
机构:
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
MUCHOWSKI, JM
VELARDE, E
论文数:
0
引用数:
0
h-index:
0
机构:
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
VELARDE, E
[J].
PROSTAGLANDINS,
1978,
16
(01):
: 47
-
65
[3]
COREY EJ, 1976, TETRAHEDRON LETT, P809
[4]
STEREO-CONTROLLED SYNTHESIS OF PROSTAGLANDINS F2ALPHA AND E2 (DL)
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
WEINSHENKER, NM
论文数:
0
引用数:
0
h-index:
0
WEINSHENKER, NM
SCHAAF, TK
论文数:
0
引用数:
0
h-index:
0
SCHAAF, TK
HUBER, W
论文数:
0
引用数:
0
h-index:
0
HUBER, W
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1969,
91
(20)
: 5675
-
+
[5]
COREY EJ, 1975, TETRAHEDRON LETT, P2647
[6]
PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
VENKATESWARLU, A
论文数:
0
引用数:
0
h-index:
0
VENKATESWARLU, A
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1972,
94
(17)
: 6190
-
+
[7]
FRIED J, 1976, ADV PROSTAG THROMB R, V1, P183
[8]
TOTAL SYNTHESIS OF 14-FLUOROPROSTAGLANDIN F2-ALPHA AND 14-FLUOROPROSTACYCLIN
GRIECO, PA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
GRIECO, PA
YOKOYAMA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
YOKOYAMA, Y
NICOLAOU, KC
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
NICOLAOU, KC
BARNETTE, WE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
BARNETTE, WE
SMITH, JB
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
SMITH, JB
OGLETREE, M
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
OGLETREE, M
LEFER, AM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
LEFER, AM
[J].
CHEMISTRY LETTERS,
1978,
(09)
: 1001
-
1004
[9]
FLUOROPROSTAGLANDINS - SYNTHESIS OF (+/-)-10-BETA-FLUOROPROSTAGLANDIN F2-ALPHA METHYL-ESTER
GRIECO, PA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
GRIECO, PA
SUGAHARA, T
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
SUGAHARA, T
YOKOYAMA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
YOKOYAMA, Y
WILLIAMS, E
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
WILLIAMS, E
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1979,
44
(13)
: 2189
-
2193
[10]
CHEMISTRY OF NAKED ANIONS .1. REACTIONS OF 18-CROWN-6 COMPLEX OF POTASSIUM FLUORIDE WITH ORGANIC SUBSTRATES IN APROTIC ORGANIC-SOLVENTS
LIOTTA, CL
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA INST TECHNOL,SCH CHEM,ATLANTA,GA 30332
GEORGIA INST TECHNOL,SCH CHEM,ATLANTA,GA 30332
LIOTTA, CL
HARRIS, HP
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA INST TECHNOL,SCH CHEM,ATLANTA,GA 30332
GEORGIA INST TECHNOL,SCH CHEM,ATLANTA,GA 30332
HARRIS, HP
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1974,
96
(07)
: 2250
-
2252
←
1
2
3
→
共 22 条
[1]
ANDERSEN NH, 1969, J LIPID RES, V10, P316
[2]
SYNTHESIS OF RING HALOGENATED PROSTAGLANDINS
ARRONIZ, CE
论文数:
0
引用数:
0
h-index:
0
机构:
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
ARRONIZ, CE
GALLINA, J
论文数:
0
引用数:
0
h-index:
0
机构:
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
GALLINA, J
MARTINEZ, E
论文数:
0
引用数:
0
h-index:
0
机构:
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
MARTINEZ, E
MUCHOWSKI, JM
论文数:
0
引用数:
0
h-index:
0
机构:
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
MUCHOWSKI, JM
VELARDE, E
论文数:
0
引用数:
0
h-index:
0
机构:
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
SYNTEX RES CORP,INST BIOL SCI,PALO ALTO,CA 94304
VELARDE, E
[J].
PROSTAGLANDINS,
1978,
16
(01):
: 47
-
65
[3]
COREY EJ, 1976, TETRAHEDRON LETT, P809
[4]
STEREO-CONTROLLED SYNTHESIS OF PROSTAGLANDINS F2ALPHA AND E2 (DL)
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
WEINSHENKER, NM
论文数:
0
引用数:
0
h-index:
0
WEINSHENKER, NM
SCHAAF, TK
论文数:
0
引用数:
0
h-index:
0
SCHAAF, TK
HUBER, W
论文数:
0
引用数:
0
h-index:
0
HUBER, W
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1969,
91
(20)
: 5675
-
+
[5]
COREY EJ, 1975, TETRAHEDRON LETT, P2647
[6]
PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
VENKATESWARLU, A
论文数:
0
引用数:
0
h-index:
0
VENKATESWARLU, A
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1972,
94
(17)
: 6190
-
+
[7]
FRIED J, 1976, ADV PROSTAG THROMB R, V1, P183
[8]
TOTAL SYNTHESIS OF 14-FLUOROPROSTAGLANDIN F2-ALPHA AND 14-FLUOROPROSTACYCLIN
GRIECO, PA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
GRIECO, PA
YOKOYAMA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
YOKOYAMA, Y
NICOLAOU, KC
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
NICOLAOU, KC
BARNETTE, WE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
BARNETTE, WE
SMITH, JB
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
SMITH, JB
OGLETREE, M
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
OGLETREE, M
LEFER, AM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PENN, DEPT CHEM, PHILADELPHIA, PA 19104 USA
LEFER, AM
[J].
CHEMISTRY LETTERS,
1978,
(09)
: 1001
-
1004
[9]
FLUOROPROSTAGLANDINS - SYNTHESIS OF (+/-)-10-BETA-FLUOROPROSTAGLANDIN F2-ALPHA METHYL-ESTER
GRIECO, PA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
GRIECO, PA
SUGAHARA, T
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
SUGAHARA, T
YOKOYAMA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
YOKOYAMA, Y
WILLIAMS, E
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
WILLIAMS, E
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1979,
44
(13)
: 2189
-
2193
[10]
CHEMISTRY OF NAKED ANIONS .1. REACTIONS OF 18-CROWN-6 COMPLEX OF POTASSIUM FLUORIDE WITH ORGANIC SUBSTRATES IN APROTIC ORGANIC-SOLVENTS
LIOTTA, CL
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA INST TECHNOL,SCH CHEM,ATLANTA,GA 30332
GEORGIA INST TECHNOL,SCH CHEM,ATLANTA,GA 30332
LIOTTA, CL
HARRIS, HP
论文数:
0
引用数:
0
h-index:
0
机构:
GEORGIA INST TECHNOL,SCH CHEM,ATLANTA,GA 30332
GEORGIA INST TECHNOL,SCH CHEM,ATLANTA,GA 30332
HARRIS, HP
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1974,
96
(07)
: 2250
-
2252
←
1
2
3
→