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TOTAL SYNTHESIS OF (+/-)-EPICUBENOL
被引:5
作者
:
CANE, DE
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Brown University, Providence, RI 02912, Box H
CANE, DE
TANDON, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Brown University, Providence, RI 02912, Box H
TANDON, M
机构
:
[1]
Department of Chemistry, Brown University, Providence, RI 02912, Box H
来源
:
TETRAHEDRON LETTERS
|
1994年
/ 35卷
/ 30期
关键词
:
D O I
:
10.1016/S0040-4039(00)73497-6
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
The sesquiterpenoid microbial metabolite (+/-)-epicubenol (1) has been synthesized in 8 steps from a readily available diene aldehyde (7) using an intramolecular Diels-Alder reaction.
引用
收藏
页码:5351 / 5354
页数:4
相关论文
共 13 条
[1]
EPICUBENOL SYNTHASE AND THE ENZYMATIC CYCLIZATION OF FARNESYL DIPHOSPHATE
[J].
CANE, DE
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Brown University, Providence, Rhode Island 02912, Box H
CANE, DE
;
TANDON, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Brown University, Providence, Rhode Island 02912, Box H
TANDON, M
;
PRABHAKARAN, PC
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Brown University, Providence, Rhode Island 02912, Box H
PRABHAKARAN, PC
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1993,
115
(18)
:8103
-8106
[2]
SELECTIVE REDUCTION OF MONOSUBSTITUTED AND DISUBSTITUTED OLEFINS BY SODIUM-BOROHYDRIDE AND COBALT(II)
[J].
CHUNG, SK
论文数:
0
引用数:
0
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0
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Department of Chemistry, Texas A & M University, College Station
CHUNG, SK
.
JOURNAL OF ORGANIC CHEMISTRY,
1979,
44
(06)
:1014
-1016
[3]
READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES
[J].
DESS, DB
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV ILLINOIS,ROGER ADAMS LAB,DEPT CHEM,URBANA,IL 61801
UNIV ILLINOIS,ROGER ADAMS LAB,DEPT CHEM,URBANA,IL 61801
DESS, DB
;
MARTIN, JC
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UNIV ILLINOIS,ROGER ADAMS LAB,DEPT CHEM,URBANA,IL 61801
UNIV ILLINOIS,ROGER ADAMS LAB,DEPT CHEM,URBANA,IL 61801
MARTIN, JC
.
JOURNAL OF ORGANIC CHEMISTRY,
1983,
48
(22)
:4155
-4156
[4]
TOTAL SYNTHESIS OF THE MACROLIDE ANTIBIOTIC CYTOVARICIN
[J].
EVANS, DA
论文数:
0
引用数:
0
h-index:
0
机构:
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
EVANS, DA
;
KALDOR, SW
论文数:
0
引用数:
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h-index:
0
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CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
KALDOR, SW
;
JONES, TK
论文数:
0
引用数:
0
h-index:
0
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CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
JONES, TK
;
CLARDY, J
论文数:
0
引用数:
0
h-index:
0
机构:
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
CLARDY, J
;
STOUT, TJ
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0
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0
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机构:
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
STOUT, TJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1990,
112
(19)
:7001
-7031
[5]
SESQUITERPENOIDS FROM ACTINOMYCETES - CADIN-4-ENE-1-OL
[J].
GERBER, NN
论文数:
0
引用数:
0
h-index:
0
GERBER, NN
.
PHYTOCHEMISTRY,
1971,
10
(01)
:185
-&
[6]
WITTIG REACTION USING METHYLSULFINYL CARBANION-DIMETHYL SULFOXIDE
[J].
GREENWALD, R
论文数:
0
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0
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0
GREENWALD, R
;
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
CHAYKOVSKY, M
论文数:
0
引用数:
0
h-index:
0
CHAYKOVSKY, M
.
JOURNAL OF ORGANIC CHEMISTRY,
1963,
28
(04)
:1128
-&
[7]
SYNTHETIC METHODS .8. HYDROXYLATION OF CARBONYL-COMPOUNDS VIA SILYL ENOL ETHERS
[J].
HASSNER, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV COLORADO,DEPT CHEM,BOULDER,CO 80302
UNIV COLORADO,DEPT CHEM,BOULDER,CO 80302
HASSNER, A
;
REUSS, RH
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV COLORADO,DEPT CHEM,BOULDER,CO 80302
UNIV COLORADO,DEPT CHEM,BOULDER,CO 80302
REUSS, RH
;
PINNICK, HW
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV COLORADO,DEPT CHEM,BOULDER,CO 80302
UNIV COLORADO,DEPT CHEM,BOULDER,CO 80302
PINNICK, HW
.
JOURNAL OF ORGANIC CHEMISTRY,
1975,
40
(23)
:3427
-3429
[8]
STEREOCHEMICAL CONTROL OF ANGULAR METHYLATION OF FUSED RING KETONES
[J].
JOHNSON, WS
论文数:
0
引用数:
0
h-index:
0
JOHNSON, WS
;
SAUSEN, GN
论文数:
0
引用数:
0
h-index:
0
SAUSEN, GN
;
HINDERSI.RR
论文数:
0
引用数:
0
h-index:
0
HINDERSI.RR
;
PAPPO, R
论文数:
0
引用数:
0
h-index:
0
PAPPO, R
;
ALLEN, DS
论文数:
0
引用数:
0
h-index:
0
ALLEN, DS
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1962,
84
(11)
:2181
-+
[9]
OHTA Y, 1967, TETRAHEDRON LETT, P2073
[10]
REDUCTION OF CARBONYL-COMPOUNDS VIA HYDROSILYLATION .4. HIGHLY REGIOSELECTIVE REDUCTIONS OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS
[J].
OJIMA, I
论文数:
0
引用数:
0
h-index:
0
OJIMA, I
;
KOGURE, T
论文数:
0
引用数:
0
h-index:
0
KOGURE, T
.
ORGANOMETALLICS,
1982,
1
(10)
:1390
-1399
←
1
2
→
共 13 条
[1]
EPICUBENOL SYNTHASE AND THE ENZYMATIC CYCLIZATION OF FARNESYL DIPHOSPHATE
[J].
CANE, DE
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Brown University, Providence, Rhode Island 02912, Box H
CANE, DE
;
TANDON, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Brown University, Providence, Rhode Island 02912, Box H
TANDON, M
;
PRABHAKARAN, PC
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Brown University, Providence, Rhode Island 02912, Box H
PRABHAKARAN, PC
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1993,
115
(18)
:8103
-8106
[2]
SELECTIVE REDUCTION OF MONOSUBSTITUTED AND DISUBSTITUTED OLEFINS BY SODIUM-BOROHYDRIDE AND COBALT(II)
[J].
CHUNG, SK
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Texas A & M University, College Station
CHUNG, SK
.
JOURNAL OF ORGANIC CHEMISTRY,
1979,
44
(06)
:1014
-1016
[3]
READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES
[J].
DESS, DB
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV ILLINOIS,ROGER ADAMS LAB,DEPT CHEM,URBANA,IL 61801
UNIV ILLINOIS,ROGER ADAMS LAB,DEPT CHEM,URBANA,IL 61801
DESS, DB
;
MARTIN, JC
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV ILLINOIS,ROGER ADAMS LAB,DEPT CHEM,URBANA,IL 61801
UNIV ILLINOIS,ROGER ADAMS LAB,DEPT CHEM,URBANA,IL 61801
MARTIN, JC
.
JOURNAL OF ORGANIC CHEMISTRY,
1983,
48
(22)
:4155
-4156
[4]
TOTAL SYNTHESIS OF THE MACROLIDE ANTIBIOTIC CYTOVARICIN
[J].
EVANS, DA
论文数:
0
引用数:
0
h-index:
0
机构:
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
EVANS, DA
;
KALDOR, SW
论文数:
0
引用数:
0
h-index:
0
机构:
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
KALDOR, SW
;
JONES, TK
论文数:
0
引用数:
0
h-index:
0
机构:
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
JONES, TK
;
CLARDY, J
论文数:
0
引用数:
0
h-index:
0
机构:
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
CLARDY, J
;
STOUT, TJ
论文数:
0
引用数:
0
h-index:
0
机构:
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853
STOUT, TJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1990,
112
(19)
:7001
-7031
[5]
SESQUITERPENOIDS FROM ACTINOMYCETES - CADIN-4-ENE-1-OL
[J].
GERBER, NN
论文数:
0
引用数:
0
h-index:
0
GERBER, NN
.
PHYTOCHEMISTRY,
1971,
10
(01)
:185
-&
[6]
WITTIG REACTION USING METHYLSULFINYL CARBANION-DIMETHYL SULFOXIDE
[J].
GREENWALD, R
论文数:
0
引用数:
0
h-index:
0
GREENWALD, R
;
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
CHAYKOVSKY, M
论文数:
0
引用数:
0
h-index:
0
CHAYKOVSKY, M
.
JOURNAL OF ORGANIC CHEMISTRY,
1963,
28
(04)
:1128
-&
[7]
SYNTHETIC METHODS .8. HYDROXYLATION OF CARBONYL-COMPOUNDS VIA SILYL ENOL ETHERS
[J].
HASSNER, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV COLORADO,DEPT CHEM,BOULDER,CO 80302
UNIV COLORADO,DEPT CHEM,BOULDER,CO 80302
HASSNER, A
;
REUSS, RH
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV COLORADO,DEPT CHEM,BOULDER,CO 80302
UNIV COLORADO,DEPT CHEM,BOULDER,CO 80302
REUSS, RH
;
PINNICK, HW
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV COLORADO,DEPT CHEM,BOULDER,CO 80302
UNIV COLORADO,DEPT CHEM,BOULDER,CO 80302
PINNICK, HW
.
JOURNAL OF ORGANIC CHEMISTRY,
1975,
40
(23)
:3427
-3429
[8]
STEREOCHEMICAL CONTROL OF ANGULAR METHYLATION OF FUSED RING KETONES
[J].
JOHNSON, WS
论文数:
0
引用数:
0
h-index:
0
JOHNSON, WS
;
SAUSEN, GN
论文数:
0
引用数:
0
h-index:
0
SAUSEN, GN
;
HINDERSI.RR
论文数:
0
引用数:
0
h-index:
0
HINDERSI.RR
;
PAPPO, R
论文数:
0
引用数:
0
h-index:
0
PAPPO, R
;
ALLEN, DS
论文数:
0
引用数:
0
h-index:
0
ALLEN, DS
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1962,
84
(11)
:2181
-+
[9]
OHTA Y, 1967, TETRAHEDRON LETT, P2073
[10]
REDUCTION OF CARBONYL-COMPOUNDS VIA HYDROSILYLATION .4. HIGHLY REGIOSELECTIVE REDUCTIONS OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS
[J].
OJIMA, I
论文数:
0
引用数:
0
h-index:
0
OJIMA, I
;
KOGURE, T
论文数:
0
引用数:
0
h-index:
0
KOGURE, T
.
ORGANOMETALLICS,
1982,
1
(10)
:1390
-1399
←
1
2
→