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STEREOCHEMISTRY OF THE RUBOTTOM OXIDATION WITH BICYCLIC SILYL ENOL ETHERS - SYNTHESIS AND DIMERIZATION REACTIONS OF BICYCLIC ALPHA-HYDROXY KETONES
被引:13
作者
:
JAUCH, J
论文数:
0
引用数:
0
h-index:
0
机构:
Institut für Organische Chemie der Universität Tübingen, D-72076 Tübingen
JAUCH, J
机构
:
[1]
Institut für Organische Chemie der Universität Tübingen, D-72076 Tübingen
来源
:
TETRAHEDRON
|
1994年
/ 50卷
/ 45期
关键词
:
RUBOTTOM OXIDATION;
STEREOCHEMISTRY;
SILYL ENOL ETHERS;
ALPHA-HYDROXY KETONES;
ALPHA-ACYLOXY KETONES;
D O I
:
10.1016/S0040-4020(01)81209-6
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
A modified and improved procedure for the Rubottom oxidation of bicyclic silyl enol ethers is described. The stereochemical outcome of this reaction is studied.
引用
收藏
页码:12903 / 12912
页数:10
相关论文
共 35 条
[1]
EPOXIDATION OF SILYL ENOL ETHERS, PHTHALIDES, AND ENOL ESTERS BY DIMETHYLDIOXIRANE
[J].
ADAM, W
论文数:
0
引用数:
0
h-index:
0
ADAM, W
;
HADJIARAPOGLOU, L
论文数:
0
引用数:
0
h-index:
0
HADJIARAPOGLOU, L
;
WANG, XH
论文数:
0
引用数:
0
h-index:
0
WANG, XH
.
TETRAHEDRON LETTERS,
1989,
30
(47)
:6497
-6500
[2]
ANDERSON JC, 1990, SYNLETT, P107
[3]
CHEMICAL SHIFTS OF BROMOMETHINE PROTONS OF CONSTRAINED ALPHA-BROMOCYCYLOHEXANONES . AN INDEX OF CONFIGURATION AND CONFORMATION
[J].
BARETTA, A
论文数:
0
引用数:
0
h-index:
0
BARETTA, A
;
ZAHRA, JP
论文数:
0
引用数:
0
h-index:
0
ZAHRA, JP
;
WAEGELL, B
论文数:
0
引用数:
0
h-index:
0
WAEGELL, B
.
TETRAHEDRON,
1970,
26
(01)
:15
-&
[4]
SYNTHESIS OF TRIMETHYLSILYLOXY AND HYDROXY COMPOUNDS FROM CARBANIONS AND BIS(TRIMETHYLSILYL)PEROXIDE
[J].
CAMICI, L
论文数:
0
引用数:
0
h-index:
0
机构:
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
CAMICI, L
;
DEMBECH, P
论文数:
0
引用数:
0
h-index:
0
机构:
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
DEMBECH, P
;
RICCI, A
论文数:
0
引用数:
0
h-index:
0
机构:
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
RICCI, A
;
SECONI, G
论文数:
0
引用数:
0
h-index:
0
机构:
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
SECONI, G
;
TADDEI, M
论文数:
0
引用数:
0
h-index:
0
机构:
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
TADDEI, M
.
TETRAHEDRON,
1988,
44
(13)
:4197
-4206
[5]
A NEW PRACTICAL SYNTHESIS OF SILYL ENOL ETHERS .1. FROM SIMPLE ALDEHYDES AND KETONES
[J].
CAZEAU, P
论文数:
0
引用数:
0
h-index:
0
CAZEAU, P
;
DUBOUDIN, F
论文数:
0
引用数:
0
h-index:
0
DUBOUDIN, F
;
MOULINES, F
论文数:
0
引用数:
0
h-index:
0
MOULINES, F
;
BABOT, O
论文数:
0
引用数:
0
h-index:
0
BABOT, O
;
DUNOGUES, J
论文数:
0
引用数:
0
h-index:
0
DUNOGUES, J
.
TETRAHEDRON,
1987,
43
(09)
:2075
-2088
[6]
REACTION OF ALPHA-KETO TRIFLATES WITH SODIUM METHOXIDE
[J].
CREARY, X
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
CREARY, X
;
ROLLIN, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
ROLLIN, AJ
.
JOURNAL OF ORGANIC CHEMISTRY,
1977,
42
(26)
:4226
-4230
[7]
CHEMISTRY OF OXAZIRIDINES .2. IMPROVED SYNTHESIS OF 2-SULFONYLOXAZIRIDINES
[J].
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
DAVIS, FA
;
STRINGER, OD
论文数:
0
引用数:
0
h-index:
0
STRINGER, OD
.
JOURNAL OF ORGANIC CHEMISTRY,
1982,
47
(09)
:1774
-1775
[8]
SYNTHESIS OF ALPHA-HYDROXY CARBONYL-COMPOUNDS (ACYLOINS) - DIRECT OXIDATION OF ENOLATES USING 2-SULFONYLOXAZIRIDINES
[J].
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
DAVIS, FA
;
VISHWAKARMA, LC
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
VISHWAKARMA, LC
;
BILLMERS, JM
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
BILLMERS, JM
;
FINN, J
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
FINN, J
.
JOURNAL OF ORGANIC CHEMISTRY,
1984,
49
(17)
:3241
-3243
[9]
APPLICATIONS OF OXAZIRIDINES IN ORGANIC-SYNTHESIS
[J].
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
DAVIS, FA
;
SHEPPARD, AC
论文数:
0
引用数:
0
h-index:
0
SHEPPARD, AC
.
TETRAHEDRON,
1989,
45
(18)
:5703
-5742
[10]
STRUCTURE AND POSITION OF DIMER EQUILIBRIUM OF ALPHA ALKOXYCYCLOHEXANONES
[J].
DURBECK, HW
论文数:
0
引用数:
0
h-index:
0
DURBECK, HW
;
FRISCHKO.CG
论文数:
0
引用数:
0
h-index:
0
FRISCHKO.CG
;
HILPERT, K
论文数:
0
引用数:
0
h-index:
0
HILPERT, K
.
TETRAHEDRON,
1971,
27
(13)
:2927
-&
←
1
2
3
4
→
共 35 条
[1]
EPOXIDATION OF SILYL ENOL ETHERS, PHTHALIDES, AND ENOL ESTERS BY DIMETHYLDIOXIRANE
[J].
ADAM, W
论文数:
0
引用数:
0
h-index:
0
ADAM, W
;
HADJIARAPOGLOU, L
论文数:
0
引用数:
0
h-index:
0
HADJIARAPOGLOU, L
;
WANG, XH
论文数:
0
引用数:
0
h-index:
0
WANG, XH
.
TETRAHEDRON LETTERS,
1989,
30
(47)
:6497
-6500
[2]
ANDERSON JC, 1990, SYNLETT, P107
[3]
CHEMICAL SHIFTS OF BROMOMETHINE PROTONS OF CONSTRAINED ALPHA-BROMOCYCYLOHEXANONES . AN INDEX OF CONFIGURATION AND CONFORMATION
[J].
BARETTA, A
论文数:
0
引用数:
0
h-index:
0
BARETTA, A
;
ZAHRA, JP
论文数:
0
引用数:
0
h-index:
0
ZAHRA, JP
;
WAEGELL, B
论文数:
0
引用数:
0
h-index:
0
WAEGELL, B
.
TETRAHEDRON,
1970,
26
(01)
:15
-&
[4]
SYNTHESIS OF TRIMETHYLSILYLOXY AND HYDROXY COMPOUNDS FROM CARBANIONS AND BIS(TRIMETHYLSILYL)PEROXIDE
[J].
CAMICI, L
论文数:
0
引用数:
0
h-index:
0
机构:
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
CAMICI, L
;
DEMBECH, P
论文数:
0
引用数:
0
h-index:
0
机构:
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
DEMBECH, P
;
RICCI, A
论文数:
0
引用数:
0
h-index:
0
机构:
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
RICCI, A
;
SECONI, G
论文数:
0
引用数:
0
h-index:
0
机构:
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
SECONI, G
;
TADDEI, M
论文数:
0
引用数:
0
h-index:
0
机构:
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI,OZZANO EMILIA,ITALY
TADDEI, M
.
TETRAHEDRON,
1988,
44
(13)
:4197
-4206
[5]
A NEW PRACTICAL SYNTHESIS OF SILYL ENOL ETHERS .1. FROM SIMPLE ALDEHYDES AND KETONES
[J].
CAZEAU, P
论文数:
0
引用数:
0
h-index:
0
CAZEAU, P
;
DUBOUDIN, F
论文数:
0
引用数:
0
h-index:
0
DUBOUDIN, F
;
MOULINES, F
论文数:
0
引用数:
0
h-index:
0
MOULINES, F
;
BABOT, O
论文数:
0
引用数:
0
h-index:
0
BABOT, O
;
DUNOGUES, J
论文数:
0
引用数:
0
h-index:
0
DUNOGUES, J
.
TETRAHEDRON,
1987,
43
(09)
:2075
-2088
[6]
REACTION OF ALPHA-KETO TRIFLATES WITH SODIUM METHOXIDE
[J].
CREARY, X
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
CREARY, X
;
ROLLIN, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
ROLLIN, AJ
.
JOURNAL OF ORGANIC CHEMISTRY,
1977,
42
(26)
:4226
-4230
[7]
CHEMISTRY OF OXAZIRIDINES .2. IMPROVED SYNTHESIS OF 2-SULFONYLOXAZIRIDINES
[J].
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
DAVIS, FA
;
STRINGER, OD
论文数:
0
引用数:
0
h-index:
0
STRINGER, OD
.
JOURNAL OF ORGANIC CHEMISTRY,
1982,
47
(09)
:1774
-1775
[8]
SYNTHESIS OF ALPHA-HYDROXY CARBONYL-COMPOUNDS (ACYLOINS) - DIRECT OXIDATION OF ENOLATES USING 2-SULFONYLOXAZIRIDINES
[J].
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
DAVIS, FA
;
VISHWAKARMA, LC
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
VISHWAKARMA, LC
;
BILLMERS, JM
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
BILLMERS, JM
;
FINN, J
论文数:
0
引用数:
0
h-index:
0
机构:
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
SMITHKLINE BECKMAN,PHILADELPHIA,PA 19101
FINN, J
.
JOURNAL OF ORGANIC CHEMISTRY,
1984,
49
(17)
:3241
-3243
[9]
APPLICATIONS OF OXAZIRIDINES IN ORGANIC-SYNTHESIS
[J].
DAVIS, FA
论文数:
0
引用数:
0
h-index:
0
DAVIS, FA
;
SHEPPARD, AC
论文数:
0
引用数:
0
h-index:
0
SHEPPARD, AC
.
TETRAHEDRON,
1989,
45
(18)
:5703
-5742
[10]
STRUCTURE AND POSITION OF DIMER EQUILIBRIUM OF ALPHA ALKOXYCYCLOHEXANONES
[J].
DURBECK, HW
论文数:
0
引用数:
0
h-index:
0
DURBECK, HW
;
FRISCHKO.CG
论文数:
0
引用数:
0
h-index:
0
FRISCHKO.CG
;
HILPERT, K
论文数:
0
引用数:
0
h-index:
0
HILPERT, K
.
TETRAHEDRON,
1971,
27
(13)
:2927
-&
←
1
2
3
4
→