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SYNTHESIS OF (ALPHA,ALPHA-DIFLUOROALKYL)PHOSPHONATES BY DISPLACEMENT OF PRIMARY TRIFLATES
被引:124
作者
:
BERKOWITZ, DB
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Nebraska-Lincoln, Lincoln
BERKOWITZ, DB
EGGEN, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Nebraska-Lincoln, Lincoln
EGGEN, M
SHEN, Q
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Nebraska-Lincoln, Lincoln
SHEN, Q
SLOSS, DG
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Nebraska-Lincoln, Lincoln
SLOSS, DG
机构
:
[1]
Department of Chemistry, University of Nebraska-Lincoln, Lincoln
来源
:
JOURNAL OF ORGANIC CHEMISTRY
|
1993年
/ 58卷
/ 23期
关键词
:
D O I
:
10.1021/jo00075a005
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
Simple primary alkyl triflates and those derived from several monosaccharides are cleanly displaced by diethyl (lithiodifluoromethyl)phosphonate to provide the corresponding (alpha,alpha-difluoroalkyl)phosphonates in minutes at -78-degrees-C.
引用
收藏
页码:6174 / 6176
页数:3
相关论文
共 21 条
[1]
(DIFLUOROMETHYLENE)PHOSPHATES OF GUANINE NUCLEOSIDES AS PROBES OF DNA-POLYMERASES AND G-PROTEINS
ARABSHAHI, L
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
ARABSHAHI, L
KHAN, NN
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
KHAN, NN
BUTLER, M
论文数:
0
引用数:
0
h-index:
0
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UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
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NOONAN, T
论文数:
0
引用数:
0
h-index:
0
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UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
NOONAN, T
BROWN, NC
论文数:
0
引用数:
0
h-index:
0
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UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
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0
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UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
WRIGHT, GE
[J].
BIOCHEMISTRY,
1990,
29
(29)
: 6820
-
6826
[2]
ISOPRENOID (PHOSPHINYLMETHYL)PHOSPHONATES AS INHIBITORS OF SQUALENE SYNTHETASE
BILLER, SA
论文数:
0
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0
h-index:
0
BILLER, SA
FORSTER, C
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0
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0
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0
FORSTER, C
GORDON, EM
论文数:
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0
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GORDON, EM
HARRITY, T
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0
引用数:
0
h-index:
0
HARRITY, T
SCOTT, WA
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0
引用数:
0
h-index:
0
SCOTT, WA
CIOSEK, CP
论文数:
0
引用数:
0
h-index:
0
CIOSEK, CP
[J].
JOURNAL OF MEDICINAL CHEMISTRY,
1988,
31
(10)
: 1869
-
1871
[3]
BINKLEY R, 1983, J ORG CHEM, V48, P674
[4]
BLACKBURN GM, 1985, J CHEM RES-S, P92
[5]
BLACKBURN GM, 1984, J CHEM SOC P1, P1149
[6]
ALLYLATIONS OF [(DIETHOXYPHOSPHINYL)DIFLUOROMETHYL]ZINC BROMIDE AS A CONVENIENT ROUTE TO 1,1-DIFLUORO-3-ALKENEPHOSPHONATES
BURTON, DJ
论文数:
0
引用数:
0
h-index:
0
BURTON, DJ
SPRAGUE, LG
论文数:
0
引用数:
0
h-index:
0
SPRAGUE, LG
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(03)
: 613
-
617
[7]
SYNTHESIS OF A DIFLUOROMETHYLENEPHOSPHONATE ANALOG OF GLYCEROL-3-PHOSPHATE - A SUBSTRATE FOR NADH LINKED GLYCEROL-3-PHOSPHATE DEHYDROGENASE
CHAMBERS, RD
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0
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0
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JAOUHARI, R
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0
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0
h-index:
0
JAOUHARI, R
OHAGAN, D
论文数:
0
引用数:
0
h-index:
0
OHAGAN, D
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1988,
(17)
: 1169
-
1170
[8]
FLUORINE IN ENZYME CHEMISTRY .2. THE PREPARATION OF DIFLUOROMETHYLENEPHOSPHONATE ANALOGS OF GLYCOLYTIC PHOSPHATES - APPROACHING AN ISOSTERIC AND ISOELECTRONIC PHOSPHATE MIMIC
CHAMBERS, RD
论文数:
0
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0
h-index:
0
CHAMBERS, RD
JAOUHARI, R
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0
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0
h-index:
0
JAOUHARI, R
OHAGAN, D
论文数:
0
引用数:
0
h-index:
0
OHAGAN, D
[J].
TETRAHEDRON,
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45
(16)
: 5101
-
5108
[9]
9-(DIFLUOROPHOSPHONOALKYL)GUANINES AS A NEW CLASS OF MULTISUBSTRATE ANALOG INHIBITORS OF PURINE NUCLEOSIDE PHOSPHORYLASE
HALAZY, S
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0
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0
h-index:
0
机构:
MERRELL DOW RES INST,16 RUE DANKARA,BP 447 R-9,F-67009 STRASBOURG,FRANCE
MERRELL DOW RES INST,16 RUE DANKARA,BP 447 R-9,F-67009 STRASBOURG,FRANCE
HALAZY, S
EHRHARD, A
论文数:
0
引用数:
0
h-index:
0
机构:
MERRELL DOW RES INST,16 RUE DANKARA,BP 447 R-9,F-67009 STRASBOURG,FRANCE
MERRELL DOW RES INST,16 RUE DANKARA,BP 447 R-9,F-67009 STRASBOURG,FRANCE
EHRHARD, A
DANZIN, C
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引用数:
0
h-index:
0
机构:
MERRELL DOW RES INST,16 RUE DANKARA,BP 447 R-9,F-67009 STRASBOURG,FRANCE
MERRELL DOW RES INST,16 RUE DANKARA,BP 447 R-9,F-67009 STRASBOURG,FRANCE
DANZIN, C
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991,
113
(01)
: 315
-
317
[10]
FLUORINATED SULFONIC ESTERS OF SUGARS - THEIR SYNTHESIS AND REACTIONS WITH PYRIDINE
HALL, LD
论文数:
0
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h-index:
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机构:
UNIV BRITISH COLUMBIA,DEPT CHEM,VANCOUVER V6T 1W5,BRITISH COLUMBI,CANADA
UNIV BRITISH COLUMBIA,DEPT CHEM,VANCOUVER V6T 1W5,BRITISH COLUMBI,CANADA
HALL, LD
MILLER, DC
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引用数:
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h-index:
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UNIV BRITISH COLUMBIA,DEPT CHEM,VANCOUVER V6T 1W5,BRITISH COLUMBI,CANADA
UNIV BRITISH COLUMBIA,DEPT CHEM,VANCOUVER V6T 1W5,BRITISH COLUMBI,CANADA
MILLER, DC
[J].
CARBOHYDRATE RESEARCH,
1976,
47
(02)
: 299
-
305
←
1
2
3
→
共 21 条
[1]
(DIFLUOROMETHYLENE)PHOSPHATES OF GUANINE NUCLEOSIDES AS PROBES OF DNA-POLYMERASES AND G-PROTEINS
ARABSHAHI, L
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
ARABSHAHI, L
KHAN, NN
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
KHAN, NN
BUTLER, M
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
BUTLER, M
NOONAN, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
NOONAN, T
BROWN, NC
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
BROWN, NC
WRIGHT, GE
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
UNIV MASSACHUSETTS,SCH MED,DEPT PHARMACOL,WORCESTER,MA 01655
WRIGHT, GE
[J].
BIOCHEMISTRY,
1990,
29
(29)
: 6820
-
6826
[2]
ISOPRENOID (PHOSPHINYLMETHYL)PHOSPHONATES AS INHIBITORS OF SQUALENE SYNTHETASE
BILLER, SA
论文数:
0
引用数:
0
h-index:
0
BILLER, SA
FORSTER, C
论文数:
0
引用数:
0
h-index:
0
FORSTER, C
GORDON, EM
论文数:
0
引用数:
0
h-index:
0
GORDON, EM
HARRITY, T
论文数:
0
引用数:
0
h-index:
0
HARRITY, T
SCOTT, WA
论文数:
0
引用数:
0
h-index:
0
SCOTT, WA
CIOSEK, CP
论文数:
0
引用数:
0
h-index:
0
CIOSEK, CP
[J].
JOURNAL OF MEDICINAL CHEMISTRY,
1988,
31
(10)
: 1869
-
1871
[3]
BINKLEY R, 1983, J ORG CHEM, V48, P674
[4]
BLACKBURN GM, 1985, J CHEM RES-S, P92
[5]
BLACKBURN GM, 1984, J CHEM SOC P1, P1149
[6]
ALLYLATIONS OF [(DIETHOXYPHOSPHINYL)DIFLUOROMETHYL]ZINC BROMIDE AS A CONVENIENT ROUTE TO 1,1-DIFLUORO-3-ALKENEPHOSPHONATES
BURTON, DJ
论文数:
0
引用数:
0
h-index:
0
BURTON, DJ
SPRAGUE, LG
论文数:
0
引用数:
0
h-index:
0
SPRAGUE, LG
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(03)
: 613
-
617
[7]
SYNTHESIS OF A DIFLUOROMETHYLENEPHOSPHONATE ANALOG OF GLYCEROL-3-PHOSPHATE - A SUBSTRATE FOR NADH LINKED GLYCEROL-3-PHOSPHATE DEHYDROGENASE
CHAMBERS, RD
论文数:
0
引用数:
0
h-index:
0
CHAMBERS, RD
JAOUHARI, R
论文数:
0
引用数:
0
h-index:
0
JAOUHARI, R
OHAGAN, D
论文数:
0
引用数:
0
h-index:
0
OHAGAN, D
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1988,
(17)
: 1169
-
1170
[8]
FLUORINE IN ENZYME CHEMISTRY .2. THE PREPARATION OF DIFLUOROMETHYLENEPHOSPHONATE ANALOGS OF GLYCOLYTIC PHOSPHATES - APPROACHING AN ISOSTERIC AND ISOELECTRONIC PHOSPHATE MIMIC
CHAMBERS, RD
论文数:
0
引用数:
0
h-index:
0
CHAMBERS, RD
JAOUHARI, R
论文数:
0
引用数:
0
h-index:
0
JAOUHARI, R
OHAGAN, D
论文数:
0
引用数:
0
h-index:
0
OHAGAN, D
[J].
TETRAHEDRON,
1989,
45
(16)
: 5101
-
5108
[9]
9-(DIFLUOROPHOSPHONOALKYL)GUANINES AS A NEW CLASS OF MULTISUBSTRATE ANALOG INHIBITORS OF PURINE NUCLEOSIDE PHOSPHORYLASE
HALAZY, S
论文数:
0
引用数:
0
h-index:
0
机构:
MERRELL DOW RES INST,16 RUE DANKARA,BP 447 R-9,F-67009 STRASBOURG,FRANCE
MERRELL DOW RES INST,16 RUE DANKARA,BP 447 R-9,F-67009 STRASBOURG,FRANCE
HALAZY, S
EHRHARD, A
论文数:
0
引用数:
0
h-index:
0
机构:
MERRELL DOW RES INST,16 RUE DANKARA,BP 447 R-9,F-67009 STRASBOURG,FRANCE
MERRELL DOW RES INST,16 RUE DANKARA,BP 447 R-9,F-67009 STRASBOURG,FRANCE
EHRHARD, A
DANZIN, C
论文数:
0
引用数:
0
h-index:
0
机构:
MERRELL DOW RES INST,16 RUE DANKARA,BP 447 R-9,F-67009 STRASBOURG,FRANCE
MERRELL DOW RES INST,16 RUE DANKARA,BP 447 R-9,F-67009 STRASBOURG,FRANCE
DANZIN, C
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1991,
113
(01)
: 315
-
317
[10]
FLUORINATED SULFONIC ESTERS OF SUGARS - THEIR SYNTHESIS AND REACTIONS WITH PYRIDINE
HALL, LD
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BRITISH COLUMBIA,DEPT CHEM,VANCOUVER V6T 1W5,BRITISH COLUMBI,CANADA
UNIV BRITISH COLUMBIA,DEPT CHEM,VANCOUVER V6T 1W5,BRITISH COLUMBI,CANADA
HALL, LD
MILLER, DC
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BRITISH COLUMBIA,DEPT CHEM,VANCOUVER V6T 1W5,BRITISH COLUMBI,CANADA
UNIV BRITISH COLUMBIA,DEPT CHEM,VANCOUVER V6T 1W5,BRITISH COLUMBI,CANADA
MILLER, DC
[J].
CARBOHYDRATE RESEARCH,
1976,
47
(02)
: 299
-
305
←
1
2
3
→