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RETRO AZA DIELS-ALDER REACTIONS OF 2-AZANORBORNENES - IMPROVED METHODS FOR THE UNMASKING OF PRIMARY AMINES
被引:24
作者
:
GRIECO, PA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Indiana University, Bloomington
GRIECO, PA
CLARK, JD
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Indiana University, Bloomington
CLARK, JD
机构
:
[1]
Department of Chemistry, Indiana University, Bloomington
来源
:
JOURNAL OF ORGANIC CHEMISTRY
|
1990年
/ 55卷
/ 08期
关键词
:
D O I
:
10.1021/jo00295a002
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
The unmasking of primary amines via the heterocycloreversion of N-alkyl-2-azanorbornenes can be catalyzed by either copper(II) or a sulfonic acid based ion exchange resin which obviates the necessity of employing a reactive dienophile to trap the cyclopentadiene as it is produced. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:2271 / 2272
页数:2
相关论文
共 7 条
[1]
SYNTHESIS OF PEPTIDES IN AQUEOUS MEDIUM .V. PREPARATION AND USE OF 2,5-THIAZOLIDINEDIONES (NTAS) . USE OF 13C-H NUCLEAR MAGNETIC RESONANCE SIGNAL AS INTERNAL STANDARD FOR QUANTITATIVE STUDIES
[J].
DEWEY, RS
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JOSHUA, H
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VEBER, DF
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DENKEWALTER, RG
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HIRSCHMANN, R
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1968,
90
(12)
:3254
-+
[2]
SILICON IN SYNTHESIS - STABASE ADDUCTS - A NEW PRIMARY AMINE PROTECTING GROUP - ALKYLATION OF ETHYL GLYCINATE
[J].
DJURIC, S
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0
引用数:
0
h-index:
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OHIO STATE UNIV,EVANS CHEM LAB,COLUMBUS,OH 43210
OHIO STATE UNIV,EVANS CHEM LAB,COLUMBUS,OH 43210
DJURIC, S
;
VENIT, J
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OHIO STATE UNIV,EVANS CHEM LAB,COLUMBUS,OH 43210
OHIO STATE UNIV,EVANS CHEM LAB,COLUMBUS,OH 43210
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OHIO STATE UNIV,EVANS CHEM LAB,COLUMBUS,OH 43210
OHIO STATE UNIV,EVANS CHEM LAB,COLUMBUS,OH 43210
MAGNUS, P
.
TETRAHEDRON LETTERS,
1981,
22
(19)
:1787
-1790
[3]
GREENE TW, 1981, PROTECTIVE GROUPS OR
[4]
RETRO AZA DIELS-ALDER REACTIONS - ACID-CATALYZED HETEROCYCLOREVERSION OF 2-AZANORBORNENES IN WATER AT AMBIENT-TEMPERATURE
[J].
GRIECO, PA
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PARKER, DT
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RUCKLE, R
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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109
(19)
:5859
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[5]
AZA DIELS-ALDER REACTIONS IN AQUEOUS-SOLUTION - CYCLOCONDENSATION OF DIENES WITH SIMPLE IMINIUM SALTS GENERATED UNDER MANNICH CONDITIONS
[J].
LARSEN, SD
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INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47405
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INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47405
INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47405
GRIECO, PA
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
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107
(06)
:1768
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[6]
TERT-BUTYLDIPHENYLSILYLAMINES - A USEFUL PROTECTING GROUP FOR PRIMARY AMINES
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[7]
BETA-TRIMETHYLSILYLETHANESULFONYL CHLORIDE (SES-C1) - A NEW REAGENT FOR PROTECTION OF AMINES
[J].
WEINREB, SM
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ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
WEINREB, SM
;
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引用数:
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ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
DEMKO, DM
;
LESSEN, TA
论文数:
0
引用数:
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h-index:
0
机构:
ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
LESSEN, TA
;
DEMERS, JP
论文数:
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引用数:
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h-index:
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DEMERS, JP
.
TETRAHEDRON LETTERS,
1986,
27
(19)
:2099
-2102
←
1
→
共 7 条
[1]
SYNTHESIS OF PEPTIDES IN AQUEOUS MEDIUM .V. PREPARATION AND USE OF 2,5-THIAZOLIDINEDIONES (NTAS) . USE OF 13C-H NUCLEAR MAGNETIC RESONANCE SIGNAL AS INTERNAL STANDARD FOR QUANTITATIVE STUDIES
[J].
DEWEY, RS
论文数:
0
引用数:
0
h-index:
0
DEWEY, RS
;
SCHOENEWALDT, EF
论文数:
0
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0
h-index:
0
SCHOENEWALDT, EF
;
JOSHUA, H
论文数:
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JOSHUA, H
;
PALEVEDA, WJ
论文数:
0
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PALEVEDA, WJ
;
SCHWAM, H
论文数:
0
引用数:
0
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SCHWAM, H
;
BARKEMEYER, H
论文数:
0
引用数:
0
h-index:
0
BARKEMEYER, H
;
ARISON, BH
论文数:
0
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0
h-index:
0
ARISON, BH
;
VEBER, DF
论文数:
0
引用数:
0
h-index:
0
VEBER, DF
;
DENKEWALTER, RG
论文数:
0
引用数:
0
h-index:
0
DENKEWALTER, RG
;
HIRSCHMANN, R
论文数:
0
引用数:
0
h-index:
0
HIRSCHMANN, R
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1968,
90
(12)
:3254
-+
[2]
SILICON IN SYNTHESIS - STABASE ADDUCTS - A NEW PRIMARY AMINE PROTECTING GROUP - ALKYLATION OF ETHYL GLYCINATE
[J].
DJURIC, S
论文数:
0
引用数:
0
h-index:
0
机构:
OHIO STATE UNIV,EVANS CHEM LAB,COLUMBUS,OH 43210
OHIO STATE UNIV,EVANS CHEM LAB,COLUMBUS,OH 43210
DJURIC, S
;
VENIT, J
论文数:
0
引用数:
0
h-index:
0
机构:
OHIO STATE UNIV,EVANS CHEM LAB,COLUMBUS,OH 43210
OHIO STATE UNIV,EVANS CHEM LAB,COLUMBUS,OH 43210
VENIT, J
;
MAGNUS, P
论文数:
0
引用数:
0
h-index:
0
机构:
OHIO STATE UNIV,EVANS CHEM LAB,COLUMBUS,OH 43210
OHIO STATE UNIV,EVANS CHEM LAB,COLUMBUS,OH 43210
MAGNUS, P
.
TETRAHEDRON LETTERS,
1981,
22
(19)
:1787
-1790
[3]
GREENE TW, 1981, PROTECTIVE GROUPS OR
[4]
RETRO AZA DIELS-ALDER REACTIONS - ACID-CATALYZED HETEROCYCLOREVERSION OF 2-AZANORBORNENES IN WATER AT AMBIENT-TEMPERATURE
[J].
GRIECO, PA
论文数:
0
引用数:
0
h-index:
0
GRIECO, PA
;
PARKER, DT
论文数:
0
引用数:
0
h-index:
0
PARKER, DT
;
FOBARE, WF
论文数:
0
引用数:
0
h-index:
0
FOBARE, WF
;
RUCKLE, R
论文数:
0
引用数:
0
h-index:
0
RUCKLE, R
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1987,
109
(19)
:5859
-5861
[5]
AZA DIELS-ALDER REACTIONS IN AQUEOUS-SOLUTION - CYCLOCONDENSATION OF DIENES WITH SIMPLE IMINIUM SALTS GENERATED UNDER MANNICH CONDITIONS
[J].
LARSEN, SD
论文数:
0
引用数:
0
h-index:
0
机构:
INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47405
INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47405
LARSEN, SD
;
GRIECO, PA
论文数:
0
引用数:
0
h-index:
0
机构:
INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47405
INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47405
GRIECO, PA
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1985,
107
(06)
:1768
-1769
[6]
TERT-BUTYLDIPHENYLSILYLAMINES - A USEFUL PROTECTING GROUP FOR PRIMARY AMINES
[J].
OVERMAN, LE
论文数:
0
引用数:
0
h-index:
0
OVERMAN, LE
;
OKAZAKI, ME
论文数:
0
引用数:
0
h-index:
0
OKAZAKI, ME
;
MISHRA, P
论文数:
0
引用数:
0
h-index:
0
MISHRA, P
.
TETRAHEDRON LETTERS,
1986,
27
(37)
:4391
-4394
[7]
BETA-TRIMETHYLSILYLETHANESULFONYL CHLORIDE (SES-C1) - A NEW REAGENT FOR PROTECTION OF AMINES
[J].
WEINREB, SM
论文数:
0
引用数:
0
h-index:
0
机构:
ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
WEINREB, SM
;
DEMKO, DM
论文数:
0
引用数:
0
h-index:
0
机构:
ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
DEMKO, DM
;
LESSEN, TA
论文数:
0
引用数:
0
h-index:
0
机构:
ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
LESSEN, TA
;
DEMERS, JP
论文数:
0
引用数:
0
h-index:
0
机构:
ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
ORTHO PHARMACEUT CORP,RARITAN,NJ 08869
DEMERS, JP
.
TETRAHEDRON LETTERS,
1986,
27
(19)
:2099
-2102
←
1
→