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Synthesis of a chiral 1 beta-methylcarbapenem key intermediate using radical cyclization of N-vinylic alpha-bromo amides
被引:25
作者
:
Ishibashi, H
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
Ishibashi, H
Kameoka, C
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
Kameoka, C
Kodama, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
Kodama, K
Kawanami, H
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
Kawanami, H
Hamada, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
Hamada, M
论文数:
引用数:
h-index:
机构:
Ikeda, M
机构
:
[1]
Kyoto Pharmaceutical University, Misasagi, Yamashina
[2]
Faculty of Pharmaceutical Sciences, Kanazawa University, Takara-machi
来源
:
TETRAHEDRON
|
1997年
/ 53卷
/ 28期
关键词
:
D O I
:
10.1016/S0040-4020(97)00645-5
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
The chiral 1 beta-methylcarbapenem key intermediate 5 was synthesized by using radical cyclization of N-vinylic alpha-bromo amide 18 as a key step. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:9611 / 9622
页数:12
相关论文
共 21 条
[1]
Preparations of two pivotal intermediates for the synthesis of 1-beta-methyl carbapenem antibiotics
[J].
Berks, AH
论文数:
0
引用数:
0
h-index:
0
机构:
Wyeth-Ayerst Research, Pearl River
Berks, AH
.
TETRAHEDRON,
1996,
52
(02)
:331
-375
[2]
An unusual stereoselective decarboxylation: A key reaction to an important intermediate for carbapenem antibiotics
[J].
Choi, WB
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Choi, WB
;
Churchill, HRO
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Churchill, HRO
;
Lynch, JE
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Lynch, JE
;
Volante, RP
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Volante, RP
;
Reider, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Reider, PJ
;
Shinkai, I
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Shinkai, I
;
Jones, DK
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Jones, DK
;
Liotta, DC
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Liotta, DC
.
JOURNAL OF ORGANIC CHEMISTRY,
1995,
60
(26)
:8367
-8370
[3]
A STEREOSELECTIVE SYNTHESIS OF A KEY 1-BETA-METHYLCARBAPENEM INTERMEDIATE VIA A DIASTEREOSELECTIVE DECARBOXYLATION
[J].
CHOI, WB
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
CHOI, WB
;
CHURCHILL, HRO
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
CHURCHILL, HRO
;
LYNCH, JE
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
LYNCH, JE
;
THOMPSON, AS
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
THOMPSON, AS
;
HUMPHREY, GR
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
HUMPHREY, GR
;
VOLANTE, RP
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
VOLANTE, RP
;
REIDER, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
REIDER, PJ
;
SHINKAI, I
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
SHINKAI, I
.
TETRAHEDRON LETTERS,
1994,
35
(15)
:2275
-2278
[4]
THE STEREOSELECTIVITY OF INTERMOLECULAR FREE-RADICAL REACTIONS
[J].
GIESE, B
论文数:
0
引用数:
0
h-index:
0
机构:
TH DARMSTADT, INST ORGAN CHEM, D-6100 DARMSTADT, FED REP GER
TH DARMSTADT, INST ORGAN CHEM, D-6100 DARMSTADT, FED REP GER
GIESE, B
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
1989,
28
(08)
:969
-980
[5]
SULFUR-DIRECTED REGIOSELECTIVE RADICAL CYCLIZATION LEADING TO BETA-LACTAMS - FORMAL SYNTHESIS OF (+/-)-PS-5 AND (+)-THIENAMYCIN
[J].
ISHIBASHI, H
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
ISHIBASHI, H
;
KAMEOKA, C
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
KAMEOKA, C
;
IRIYAMA, H
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
IRIYAMA, H
;
KODAMA, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
KODAMA, K
;
SATO, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
SATO, T
;
论文数:
引用数:
h-index:
机构:
IKEDA, M
.
JOURNAL OF ORGANIC CHEMISTRY,
1995,
60
(05)
:1276
-1284
[6]
ISHIBASHI H, 1995, SYNLETT, P915
[7]
Synthesis of 4-oxo-2-azetidineacetic acids by means of radical cyclization of N-vinylic alpha-bromo amides
[J].
Ishibashi, H
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Ishibashi, H
;
Kodama, K
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Kodama, K
;
Kameoka, C
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Kameoka, C
;
Kawanami, H
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Kawanami, H
;
论文数:
引用数:
h-index:
机构:
Ikeda, M
.
TETRAHEDRON,
1996,
52
(44)
:13867
-13880
[8]
Radical cyclization of chiral N-(1-cycloalken-1-yl)-alpha-haloacetamides: Synthesis of optically active bicyclic pyrrolidinones
[J].
Ishibashi, H
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Ishibashi, H
;
Fuke, Y
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Fuke, Y
;
Yamashita, T
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Yamashita, T
;
论文数:
引用数:
h-index:
机构:
Ikeda, M
.
TETRAHEDRON-ASYMMETRY,
1996,
7
(09)
:2531
-2538
[9]
Asymmetric radical cyclization leading to beta-lactams: Stereoselective synthesis of chiral key intermediates for carbapenem antibiotics PS-5 and thienamycin
[J].
Ishibashi, H
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,KYOTO 607,JAPAN
Ishibashi, H
;
Kameoka, C
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,KYOTO 607,JAPAN
Kameoka, C
;
Kodama, K
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,KYOTO 607,JAPAN
Kodama, K
;
论文数:
引用数:
h-index:
机构:
Ikeda, M
.
TETRAHEDRON,
1996,
52
(02)
:489
-502
[10]
A FACIALLY-SELECTIVE PROTONATION CONTROLS THE STEREOCHEMISTRY OF A KEY INTERMEDIATE IN THE SYNTHESIS OF 1-BETA-METHYLCARBAPENEMS
[J].
JONES, DK
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
JONES, DK
;
LIOTTA, DC
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
LIOTTA, DC
;
CHOI, WB
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
CHOI, WB
;
VOLANTE, RP
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
VOLANTE, RP
;
REIDER, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
REIDER, PJ
;
SHINKAI, I
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
SHINKAI, I
;
CHURCHILL, HRO
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
CHURCHILL, HRO
;
LYNCH, JE
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
LYNCH, JE
.
JOURNAL OF ORGANIC CHEMISTRY,
1994,
59
(14)
:3749
-3751
←
1
2
3
→
共 21 条
[1]
Preparations of two pivotal intermediates for the synthesis of 1-beta-methyl carbapenem antibiotics
[J].
Berks, AH
论文数:
0
引用数:
0
h-index:
0
机构:
Wyeth-Ayerst Research, Pearl River
Berks, AH
.
TETRAHEDRON,
1996,
52
(02)
:331
-375
[2]
An unusual stereoselective decarboxylation: A key reaction to an important intermediate for carbapenem antibiotics
[J].
Choi, WB
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Choi, WB
;
Churchill, HRO
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Churchill, HRO
;
Lynch, JE
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Lynch, JE
;
Volante, RP
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Volante, RP
;
Reider, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Reider, PJ
;
Shinkai, I
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Shinkai, I
;
Jones, DK
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Jones, DK
;
Liotta, DC
论文数:
0
引用数:
0
h-index:
0
机构:
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322
Liotta, DC
.
JOURNAL OF ORGANIC CHEMISTRY,
1995,
60
(26)
:8367
-8370
[3]
A STEREOSELECTIVE SYNTHESIS OF A KEY 1-BETA-METHYLCARBAPENEM INTERMEDIATE VIA A DIASTEREOSELECTIVE DECARBOXYLATION
[J].
CHOI, WB
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
CHOI, WB
;
CHURCHILL, HRO
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
CHURCHILL, HRO
;
LYNCH, JE
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
LYNCH, JE
;
THOMPSON, AS
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
THOMPSON, AS
;
HUMPHREY, GR
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
HUMPHREY, GR
;
VOLANTE, RP
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
VOLANTE, RP
;
REIDER, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
REIDER, PJ
;
SHINKAI, I
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Process Research, Merck Research Laboratories, Division of Merck, Rahway, NJ 07065
SHINKAI, I
.
TETRAHEDRON LETTERS,
1994,
35
(15)
:2275
-2278
[4]
THE STEREOSELECTIVITY OF INTERMOLECULAR FREE-RADICAL REACTIONS
[J].
GIESE, B
论文数:
0
引用数:
0
h-index:
0
机构:
TH DARMSTADT, INST ORGAN CHEM, D-6100 DARMSTADT, FED REP GER
TH DARMSTADT, INST ORGAN CHEM, D-6100 DARMSTADT, FED REP GER
GIESE, B
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
1989,
28
(08)
:969
-980
[5]
SULFUR-DIRECTED REGIOSELECTIVE RADICAL CYCLIZATION LEADING TO BETA-LACTAMS - FORMAL SYNTHESIS OF (+/-)-PS-5 AND (+)-THIENAMYCIN
[J].
ISHIBASHI, H
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
ISHIBASHI, H
;
KAMEOKA, C
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
KAMEOKA, C
;
IRIYAMA, H
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
IRIYAMA, H
;
KODAMA, K
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
KODAMA, K
;
SATO, T
论文数:
0
引用数:
0
h-index:
0
机构:
Kyoto Pharmaceutical University, Misasagi, Yamashina
SATO, T
;
论文数:
引用数:
h-index:
机构:
IKEDA, M
.
JOURNAL OF ORGANIC CHEMISTRY,
1995,
60
(05)
:1276
-1284
[6]
ISHIBASHI H, 1995, SYNLETT, P915
[7]
Synthesis of 4-oxo-2-azetidineacetic acids by means of radical cyclization of N-vinylic alpha-bromo amides
[J].
Ishibashi, H
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Ishibashi, H
;
Kodama, K
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Kodama, K
;
Kameoka, C
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Kameoka, C
;
Kawanami, H
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Kawanami, H
;
论文数:
引用数:
h-index:
机构:
Ikeda, M
.
TETRAHEDRON,
1996,
52
(44)
:13867
-13880
[8]
Radical cyclization of chiral N-(1-cycloalken-1-yl)-alpha-haloacetamides: Synthesis of optically active bicyclic pyrrolidinones
[J].
Ishibashi, H
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Ishibashi, H
;
Fuke, Y
论文数:
0
引用数:
0
h-index:
0
机构:
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
Fuke, Y
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机构:
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KYOTO PHARMACEUT UNIV,YAMASHIMA KU,KYOTO 607,JAPAN
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KYOTO PHARMACEUT UNIV,KYOTO 607,JAPAN
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