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A CYCLOBUTANONE-BASED TANDEM FREE-RADICAL REARRANGEMENT
被引:5
作者
:
DOWD, P
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry University of Pittsburgh, Pittsburgh
DOWD, P
ZHANG, W
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry University of Pittsburgh, Pittsburgh
ZHANG, W
MAHMOOD, K
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry University of Pittsburgh, Pittsburgh
MAHMOOD, K
机构
:
[1]
Department of Chemistry University of Pittsburgh, Pittsburgh
来源
:
TETRAHEDRON LETTERS
|
1994年
/ 35卷
/ 31期
基金
:
美国国家卫生研究院;
关键词
:
D O I
:
10.1016/S0040-4039(00)77247-9
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
Free radical reaction of endo-haroalkylbicyclo[4.2.0]oct-2-en-7-ones 1 and 11 leads to sequential rearrangement and formation of the novel, bridged tricyclic ketones 2 and 13. A mechanism for this unusual transformation is proposed.
引用
收藏
页码:5563 / 5566
页数:4
相关论文
共 30 条
[1]
REARRANGEMENT OF SUITABLY CONSTITUTED ARYL, ALKYL, OR VINYL RADICALS BY ACYL OR CYANO GROUP MIGRATION
[J].
BECKWITH, ALJ
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0
引用数:
0
h-index:
0
BECKWITH, ALJ
;
OSHEA, DM
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0
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OSHEA, DM
;
WESTWOOD, SW
论文数:
0
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0
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0
WESTWOOD, SW
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1988,
110
(08)
:2565
-2575
[2]
CYANO OR ACYL GROUP MIGRATION BY CONSECUTIVE HOMOLYTIC ADDITION AND BETA-FISSION
[J].
BECKWITH, ALJ
论文数:
0
引用数:
0
h-index:
0
BECKWITH, ALJ
;
OSHEA, DM
论文数:
0
引用数:
0
h-index:
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OSHEA, DM
;
GERBA, S
论文数:
0
引用数:
0
h-index:
0
GERBA, S
;
WESTWOOD, SW
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0
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WESTWOOD, SW
.
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1987,
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[3]
KINETICS AND MECHANISM OF THE EXO CYCLIZATIONS OF OMEGA-FORMYLALKYL RADICALS
[J].
BECKWITH, ALJ
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HAY, BP
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HAY, BP
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1989,
111
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COPPER-CATALYZED ADDITIONS OF ORGANIC POLYHALIDES TO OLEFINS - A VERSATILE SYNTHETIC TOOL
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BELLUS, D
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PURE AND APPLIED CHEMISTRY,
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[5]
TANDEM FREE-RADICAL RING EXPANSION AND 5-EXO-DIG 5-HEXYNYL RADICAL CYCLIZATION - A USEFUL APPROACH TO FUSED BICYCLIC CARBOCYCLES
[J].
BOGER, DL
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Purdue University West Lafayette
BOGER, DL
;
MATHVINK, RJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Purdue University West Lafayette
MATHVINK, RJ
.
JOURNAL OF ORGANIC CHEMISTRY,
1990,
55
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:5442
-5444
[6]
BOWMAN WR, 1992, TETRAHEDRON, V48, P4027
[7]
THE CHEMISTRY OF TAXANES - SKELETAL REARRANGEMENTS OF BACCATIN DERIVATIVES VIA RADICAL INTERMEDIATES
[J].
CHEN, SH
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0
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0
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0
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Bristol-Myers Squibb Pharmaceutical Research Institute, Connecticut 06492-7660, 5 Research Parkway, Wallingford
CHEN, SH
;
HUANG, S
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0
引用数:
0
h-index:
0
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Bristol-Myers Squibb Pharmaceutical Research Institute, Connecticut 06492-7660, 5 Research Parkway, Wallingford
HUANG, S
;
GAO, Q
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0
引用数:
0
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0
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Bristol-Myers Squibb Pharmaceutical Research Institute, Connecticut 06492-7660, 5 Research Parkway, Wallingford
GAO, Q
;
GOLIK, J
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0
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Bristol-Myers Squibb Pharmaceutical Research Institute, Connecticut 06492-7660, 5 Research Parkway, Wallingford
GOLIK, J
;
FARINA, V
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0
引用数:
0
h-index:
0
机构:
Bristol-Myers Squibb Pharmaceutical Research Institute, Connecticut 06492-7660, 5 Research Parkway, Wallingford
FARINA, V
.
JOURNAL OF ORGANIC CHEMISTRY,
1994,
59
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:1475
-1484
[8]
RADICAL CLEAVAGE OF CYCLOBUTANES - ALTERNATIVE ROUTES TO (+/-)-SILPHINENE
[J].
CRIMMINS, MT
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0
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0
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0
CRIMMINS, MT
;
MASCARELLA, SW
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0
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MASCARELLA, SW
.
TETRAHEDRON LETTERS,
1987,
28
(43)
:5063
-5066
[9]
A FRAGMENTATION-REARRANGEMENT SEQUENCE OF CYCLOBUTYLCARBINYL RADICALS
[J].
CRIMMINS, MT
论文数:
0
引用数:
0
h-index:
0
机构:
Venable and Kenan Laboratories, Chemistry University of North Carolina at Chapel Hill, Chapel Hill
CRIMMINS, MT
;
DUDEK, CM
论文数:
0
引用数:
0
h-index:
0
机构:
Venable and Kenan Laboratories, Chemistry University of North Carolina at Chapel Hill, Chapel Hill
DUDEK, CM
;
CHEUNG, AWH
论文数:
0
引用数:
0
h-index:
0
机构:
Venable and Kenan Laboratories, Chemistry University of North Carolina at Chapel Hill, Chapel Hill
CHEUNG, AWH
.
TETRAHEDRON LETTERS,
1992,
33
(02)
:181
-184
[10]
NEW REAGENTS FOR RADICAL ALLYLATIONS
[J].
CURRAN, DP
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
CURRAN, DP
;
YOO, BW
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
YOO, BW
.
TETRAHEDRON LETTERS,
1992,
33
(46)
:6931
-6934
←
1
2
3
→
共 30 条
[1]
REARRANGEMENT OF SUITABLY CONSTITUTED ARYL, ALKYL, OR VINYL RADICALS BY ACYL OR CYANO GROUP MIGRATION
[J].
BECKWITH, ALJ
论文数:
0
引用数:
0
h-index:
0
BECKWITH, ALJ
;
OSHEA, DM
论文数:
0
引用数:
0
h-index:
0
OSHEA, DM
;
WESTWOOD, SW
论文数:
0
引用数:
0
h-index:
0
WESTWOOD, SW
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1988,
110
(08)
:2565
-2575
[2]
CYANO OR ACYL GROUP MIGRATION BY CONSECUTIVE HOMOLYTIC ADDITION AND BETA-FISSION
[J].
BECKWITH, ALJ
论文数:
0
引用数:
0
h-index:
0
BECKWITH, ALJ
;
OSHEA, DM
论文数:
0
引用数:
0
h-index:
0
OSHEA, DM
;
GERBA, S
论文数:
0
引用数:
0
h-index:
0
GERBA, S
;
WESTWOOD, SW
论文数:
0
引用数:
0
h-index:
0
WESTWOOD, SW
.
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1987,
(09)
:666
-667
[3]
KINETICS AND MECHANISM OF THE EXO CYCLIZATIONS OF OMEGA-FORMYLALKYL RADICALS
[J].
BECKWITH, ALJ
论文数:
0
引用数:
0
h-index:
0
BECKWITH, ALJ
;
HAY, BP
论文数:
0
引用数:
0
h-index:
0
HAY, BP
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1989,
111
(07)
:2674
-2681
[4]
COPPER-CATALYZED ADDITIONS OF ORGANIC POLYHALIDES TO OLEFINS - A VERSATILE SYNTHETIC TOOL
[J].
BELLUS, D
论文数:
0
引用数:
0
h-index:
0
BELLUS, D
.
PURE AND APPLIED CHEMISTRY,
1985,
57
(12)
:1827
-1838
[5]
TANDEM FREE-RADICAL RING EXPANSION AND 5-EXO-DIG 5-HEXYNYL RADICAL CYCLIZATION - A USEFUL APPROACH TO FUSED BICYCLIC CARBOCYCLES
[J].
BOGER, DL
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Purdue University West Lafayette
BOGER, DL
;
MATHVINK, RJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Purdue University West Lafayette
MATHVINK, RJ
.
JOURNAL OF ORGANIC CHEMISTRY,
1990,
55
(20)
:5442
-5444
[6]
BOWMAN WR, 1992, TETRAHEDRON, V48, P4027
[7]
THE CHEMISTRY OF TAXANES - SKELETAL REARRANGEMENTS OF BACCATIN DERIVATIVES VIA RADICAL INTERMEDIATES
[J].
CHEN, SH
论文数:
0
引用数:
0
h-index:
0
机构:
Bristol-Myers Squibb Pharmaceutical Research Institute, Connecticut 06492-7660, 5 Research Parkway, Wallingford
CHEN, SH
;
HUANG, S
论文数:
0
引用数:
0
h-index:
0
机构:
Bristol-Myers Squibb Pharmaceutical Research Institute, Connecticut 06492-7660, 5 Research Parkway, Wallingford
HUANG, S
;
GAO, Q
论文数:
0
引用数:
0
h-index:
0
机构:
Bristol-Myers Squibb Pharmaceutical Research Institute, Connecticut 06492-7660, 5 Research Parkway, Wallingford
GAO, Q
;
GOLIK, J
论文数:
0
引用数:
0
h-index:
0
机构:
Bristol-Myers Squibb Pharmaceutical Research Institute, Connecticut 06492-7660, 5 Research Parkway, Wallingford
GOLIK, J
;
FARINA, V
论文数:
0
引用数:
0
h-index:
0
机构:
Bristol-Myers Squibb Pharmaceutical Research Institute, Connecticut 06492-7660, 5 Research Parkway, Wallingford
FARINA, V
.
JOURNAL OF ORGANIC CHEMISTRY,
1994,
59
(06)
:1475
-1484
[8]
RADICAL CLEAVAGE OF CYCLOBUTANES - ALTERNATIVE ROUTES TO (+/-)-SILPHINENE
[J].
CRIMMINS, MT
论文数:
0
引用数:
0
h-index:
0
CRIMMINS, MT
;
MASCARELLA, SW
论文数:
0
引用数:
0
h-index:
0
MASCARELLA, SW
.
TETRAHEDRON LETTERS,
1987,
28
(43)
:5063
-5066
[9]
A FRAGMENTATION-REARRANGEMENT SEQUENCE OF CYCLOBUTYLCARBINYL RADICALS
[J].
CRIMMINS, MT
论文数:
0
引用数:
0
h-index:
0
机构:
Venable and Kenan Laboratories, Chemistry University of North Carolina at Chapel Hill, Chapel Hill
CRIMMINS, MT
;
DUDEK, CM
论文数:
0
引用数:
0
h-index:
0
机构:
Venable and Kenan Laboratories, Chemistry University of North Carolina at Chapel Hill, Chapel Hill
DUDEK, CM
;
CHEUNG, AWH
论文数:
0
引用数:
0
h-index:
0
机构:
Venable and Kenan Laboratories, Chemistry University of North Carolina at Chapel Hill, Chapel Hill
CHEUNG, AWH
.
TETRAHEDRON LETTERS,
1992,
33
(02)
:181
-184
[10]
NEW REAGENTS FOR RADICAL ALLYLATIONS
[J].
CURRAN, DP
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
CURRAN, DP
;
YOO, BW
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, University of Pittsburgh, Pittsburgh
YOO, BW
.
TETRAHEDRON LETTERS,
1992,
33
(46)
:6931
-6934
←
1
2
3
→