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A hetero Diels-Alder approach to the synthesis of the first angucyclinone and angucycline 5-aza-analogues
被引:28
作者
:
Collet, SC
论文数:
0
引用数:
0
h-index:
0
机构:
UFR Sci, Fac Sci & Tech, FR CNRS 2465, UMR CNRS 6513,Lab Synth Organ, F-44322 Nantes 03, France
Collet, SC
Rémi, JF
论文数:
0
引用数:
0
h-index:
0
机构:
UFR Sci, Fac Sci & Tech, FR CNRS 2465, UMR CNRS 6513,Lab Synth Organ, F-44322 Nantes 03, France
Rémi, JF
Cariou, C
论文数:
0
引用数:
0
h-index:
0
机构:
UFR Sci, Fac Sci & Tech, FR CNRS 2465, UMR CNRS 6513,Lab Synth Organ, F-44322 Nantes 03, France
Cariou, C
Laïb, S
论文数:
0
引用数:
0
h-index:
0
机构:
UFR Sci, Fac Sci & Tech, FR CNRS 2465, UMR CNRS 6513,Lab Synth Organ, F-44322 Nantes 03, France
Laïb, S
Guingant, AY
论文数:
0
引用数:
0
h-index:
0
机构:
UFR Sci, Fac Sci & Tech, FR CNRS 2465, UMR CNRS 6513,Lab Synth Organ, F-44322 Nantes 03, France
Guingant, AY
Vu, NQ
论文数:
0
引用数:
0
h-index:
0
机构:
UFR Sci, Fac Sci & Tech, FR CNRS 2465, UMR CNRS 6513,Lab Synth Organ, F-44322 Nantes 03, France
Vu, NQ
Dujardin, G
论文数:
0
引用数:
0
h-index:
0
机构:
UFR Sci, Fac Sci & Tech, FR CNRS 2465, UMR CNRS 6513,Lab Synth Organ, F-44322 Nantes 03, France
Dujardin, G
机构
:
[1]
UFR Sci, Fac Sci & Tech, FR CNRS 2465, UMR CNRS 6513,Lab Synth Organ, F-44322 Nantes 03, France
[2]
Univ Maine, UMR CNRS 6011, Synth Organ Lab, F-72085 Le Mans 9, France
来源
:
TETRAHEDRON LETTERS
|
2004年
/ 45卷
/ 25期
关键词
:
angucycline;
angucyclinone;
angucyclin(one) 5-aza-analogues;
azadiene;
bromo-naphthoquinone;
hetero Diels-Alder reaction;
C-glycoside;
D O I
:
10.1016/j.tetlet.2004.04.123
中图分类号
:
O62 [有机化学];
学科分类号
:
070303
[有机化学]
;
081704
[应用化学]
;
摘要
:
The synthesis of two new heterodienes and their regioselective [4+2]cycloaddition reactions with several bromo-naphthoquinones allowed us to prepare the first angucyclinone and angucycline 5-aza-analogues. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4911 / 4915
页数:5
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Breinbauer R, 2002, ANGEW CHEM INT EDIT, V41, P2879
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Syntheses of fenanthroviridone, gilvocarcin BE-12406X(2), and antibiotic WS 5995B based on the palladium and copper catalyzed coupling of organostannanes with bromoquinones
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deFrutos, O
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TOTAL SYNTHESIS OF 11-DEOXYDAUNOMYCINONE
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THE FORMAL OXIDATIVE ADDITION OF ELECTRON-RICH TRANSOID DIENES TO BROMONAPHTHOQUINONES
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共 19 条
[1]
TOTAL SYNTHESIS OF THE ANGUCYCLINE ANTIBIOTICS URDAMYCINONE-B AND 104-2 VIA A COMMON SYNTHETIC INTERMEDIATE
[J].
BOYD, VA
论文数:
0
引用数:
0
h-index:
0
机构:
TEXAS A&M UNIV,DEPT CHEM,COLLEGE STN,TX 77843
TEXAS A&M UNIV,DEPT CHEM,COLLEGE STN,TX 77843
BOYD, VA
;
SULIKOWSKI, GA
论文数:
0
引用数:
0
h-index:
0
机构:
TEXAS A&M UNIV,DEPT CHEM,COLLEGE STN,TX 77843
TEXAS A&M UNIV,DEPT CHEM,COLLEGE STN,TX 77843
SULIKOWSKI, GA
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1995,
117
(32)
:8472
-8473
[2]
Breinbauer R, 2002, ANGEW CHEM INT EDIT, V41, P2879
[3]
Syntheses of fenanthroviridone, gilvocarcin BE-12406X(2), and antibiotic WS 5995B based on the palladium and copper catalyzed coupling of organostannanes with bromoquinones
[J].
deFrutos, O
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV AUTONOMA MADRID,DEPT QUIM ORGAN,E-28049 MADRID,SPAIN
UNIV AUTONOMA MADRID,DEPT QUIM ORGAN,E-28049 MADRID,SPAIN
deFrutos, O
;
Echavarren, AM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV AUTONOMA MADRID,DEPT QUIM ORGAN,E-28049 MADRID,SPAIN
UNIV AUTONOMA MADRID,DEPT QUIM ORGAN,E-28049 MADRID,SPAIN
Echavarren, AM
.
TETRAHEDRON LETTERS,
1996,
37
(49)
:8953
-8956
[4]
TOTAL SYNTHESIS OF 11-DEOXYDAUNOMYCINONE
[J].
GESSON, JP
论文数:
0
引用数:
0
h-index:
0
GESSON, JP
;
MONDON, M
论文数:
0
引用数:
0
h-index:
0
MONDON, M
.
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1982,
(07)
:421
-423
[5]
THE FORMAL OXIDATIVE ADDITION OF ELECTRON-RICH TRANSOID DIENES TO BROMONAPHTHOQUINONES
[J].
论文数:
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h-index:
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GRUNWELL, JR
;
KARIPIDES, A
论文数:
0
引用数:
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Department of Chemistry, Miami University, Hughes Laboratories, Oxford
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;
WIGAL, CT
论文数:
0
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h-index:
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WIGAL, CT
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HEINZMAN, SW
;
PARLOW, J
论文数:
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SURSO, JA
;
CLAYTON, L
论文数:
0
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0
h-index:
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Department of Chemistry, Miami University, Hughes Laboratories, Oxford
CLAYTON, L
;
FLEITZ, FJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Miami University, Hughes Laboratories, Oxford
FLEITZ, FJ
;
DAFFNER, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Miami University, Hughes Laboratories, Oxford
DAFFNER, M
;
STEVENS, JE
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Miami University, Hughes Laboratories, Oxford
STEVENS, JE
.
JOURNAL OF ORGANIC CHEMISTRY,
1991,
56
(01)
:91
-95
[6]
SYNTHESIS OF BROMONAPHTHOQUINONES FROM 1,5-DIMETHOXYNAPHTHALENE
[J].
HANNAN, RL
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF BERKELEY, DEPT CHEM, BERKELEY, CA 94720 USA
UNIV CALIF BERKELEY, DEPT CHEM, BERKELEY, CA 94720 USA
HANNAN, RL
;
BARBER, RB
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF BERKELEY, DEPT CHEM, BERKELEY, CA 94720 USA
UNIV CALIF BERKELEY, DEPT CHEM, BERKELEY, CA 94720 USA
BARBER, RB
;
RAPOPORT, H
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV CALIF BERKELEY, DEPT CHEM, BERKELEY, CA 94720 USA
UNIV CALIF BERKELEY, DEPT CHEM, BERKELEY, CA 94720 USA
RAPOPORT, H
.
JOURNAL OF ORGANIC CHEMISTRY,
1979,
44
(13)
:2153
-2158
[7]
REGIOSPECIFIC SYNTHESIS OF BROMOJUGLONE DERIVATIVES
[J].
论文数:
引用数:
h-index:
机构:
HEINZMAN, SW
;
GRUNWELL, JR
论文数:
0
引用数:
0
h-index:
0
机构:
MIAMI UNIV,DEPT CHEM,OXFORD,OH 45056
MIAMI UNIV,DEPT CHEM,OXFORD,OH 45056
GRUNWELL, JR
.
TETRAHEDRON LETTERS,
1980,
21
(45)
:4305
-4308
[8]
The improved preparation of 7,8-dihydro-quinoline-5(6H)-one and 6,7-dihydro-5H-1-pyrindin-5-one
[J].
Huang, YH
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Saarlandes, Fachrichtung Pharmazeut Chem 121, D-66041 Saarbrucken, Germany
Univ Saarlandes, Fachrichtung Pharmazeut Chem 121, D-66041 Saarbrucken, Germany
Huang, YH
;
Hartmann, RW
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Saarlandes, Fachrichtung Pharmazeut Chem 121, D-66041 Saarbrucken, Germany
Univ Saarlandes, Fachrichtung Pharmazeut Chem 121, D-66041 Saarbrucken, Germany
Hartmann, RW
.
SYNTHETIC COMMUNICATIONS,
1998,
28
(07)
:1197
-1200
[9]
MECHANISM OF BROMINATION OF 1,5-DIACETOXYNAPHTHALENE
[J].
JUNG, ME
论文数:
0
引用数:
0
h-index:
0
JUNG, ME
;
HAGENAH, JA
论文数:
0
引用数:
0
h-index:
0
HAGENAH, JA
.
JOURNAL OF ORGANIC CHEMISTRY,
1983,
48
(26)
:5359
-5361
[10]
Total synthesis of angucyclines.: XVII.: First synthesis of antibiotic 100-1, a deoxydisaccharide angucycline antibiotic of the urdamycinone B-type
[J].
Krohn, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Paderborn, Dept Chem, D-33098 Paderborn, Germany
Univ Paderborn, Dept Chem, D-33098 Paderborn, Germany
Krohn, K
;
Agocs, A
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Paderborn, Dept Chem, D-33098 Paderborn, Germany
Univ Paderborn, Dept Chem, D-33098 Paderborn, Germany
Agocs, A
;
Bäuerlein, C
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Paderborn, Dept Chem, D-33098 Paderborn, Germany
Univ Paderborn, Dept Chem, D-33098 Paderborn, Germany
Bäuerlein, C
.
JOURNAL OF CARBOHYDRATE CHEMISTRY,
2003,
22
(7-8)
:579
-592
←
1
2
→