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WITTIG OLEFINATION IN THE ABSENCE OF AN EXOGENOUS BASE - A NEW SYNTHESIS OF ALPHA-SUBSTITUTED PRIMARY ALLYLIC AMINES
被引:11
作者
:
DELLARIA, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Immunosciences Research Area, Department 47K, Abbott Laboratories, Abbott Park
DELLARIA, JF
SALLIN, KJ
论文数:
0
引用数:
0
h-index:
0
机构:
Immunosciences Research Area, Department 47K, Abbott Laboratories, Abbott Park
SALLIN, KJ
机构
:
[1]
Immunosciences Research Area, Department 47K, Abbott Laboratories, Abbott Park
来源
:
TETRAHEDRON LETTERS
|
1990年
/ 31卷
/ 19期
关键词
:
D O I
:
10.1016/S0040-4039(00)94666-5
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
A new synthesis of α-substituted primary allylic amines through the in situ generation and trapping of an ylide from the reaction of an N-acyl aziridine, triphenylphosphine, and an aldehyde in refluxing isopropanol is reported. These compounds can be prepared enantioselectively (>94.6% ee) by employing a chiral nonracemic N-acyl aziridine. © 1990.
引用
收藏
页码:2661 / 2664
页数:4
相关论文
共 24 条
[1]
STABASE-PROTECTED 2-CHLOROALLYLAMINE - A USEFUL SYNTHON FOR PRIMARY ALLYLIC AMINES VIA NICKEL-CATALYZED CROSS-COUPLING
BARGAR, TM
论文数:
0
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0
h-index:
0
BARGAR, TM
MCCOWAN, JR
论文数:
0
引用数:
0
h-index:
0
MCCOWAN, JR
MCCARTHY, JR
论文数:
0
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0
h-index:
0
MCCARTHY, JR
WAGNER, ER
论文数:
0
引用数:
0
h-index:
0
WAGNER, ER
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1987,
52
(04)
: 678
-
681
[2]
PHOSPHINE MEDIATED SYNTHESIS OF 2-METHYLIDENE-3-AMINO ESTERS AND KETONES
BERTENSHAW, S
论文数:
0
引用数:
0
h-index:
0
BERTENSHAW, S
KAHN, M
论文数:
0
引用数:
0
h-index:
0
KAHN, M
[J].
TETRAHEDRON LETTERS,
1989,
30
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: 2731
-
2732
[3]
BREIPOHL G, 1987, Patent No. 3601242
[4]
BUCHWALD SL, 1989, J AM CHEM SOC, V111, P486
[5]
Cheikh R. B., 1983, SYNTHESIS-STUTTGART, P685, DOI DOI 10.1055/S-1983-30473
[6]
NEW METHODOLOGY FOR THE SYNTHESIS OF PROTECTED, PRIMARY PENTADIENYLAMINES
CONNELL, RD
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
CONNELL, RD
HELQUIST, P
论文数:
0
引用数:
0
h-index:
0
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UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
HELQUIST, P
AKERMARK, B
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
AKERMARK, B
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(14)
: 3359
-
3370
[7]
AN EFFICIENT, PALLADIUM-CATALYZED ROUTE TO PROTECTED ALLYLIC AMINES
CONNELL, RD
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0
引用数:
0
h-index:
0
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UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
CONNELL, RD
REIN, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
REIN, T
AKERMARK, B
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
AKERMARK, B
HELQUIST, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
HELQUIST, P
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1988,
53
(16)
: 3845
-
3849
[8]
(R)-2-ALKOXYCARBONYL-1-FORMYL-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXYISOQUINOLINES FROM D-(-)-TARTARIC ACID - SYNTHESIS OF (S)-HOMOLAUDANOSINE AND (S)-2,3,9,10,11-PENTAMETHOXYHOMOPROTOBERBERINE
CZARNOCKI, Z
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0
引用数:
0
h-index:
0
机构:
MCMASTER UNIV,DEPT CHEM,HAMILTON L8S 4M1,ONTARIO,CANADA
CZARNOCKI, Z
MACLEAN, DB
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0
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0
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0
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MCMASTER UNIV,DEPT CHEM,HAMILTON L8S 4M1,ONTARIO,CANADA
MACLEAN, DB
SZAREK, WA
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0
引用数:
0
h-index:
0
机构:
MCMASTER UNIV,DEPT CHEM,HAMILTON L8S 4M1,ONTARIO,CANADA
SZAREK, WA
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1987,
(07)
: 493
-
494
[9]
ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES
DALE, JA
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0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Stanford University, Stanford
DALE, JA
DULL, DL
论文数:
0
引用数:
0
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0
机构:
Department of Chemistry, Stanford University, Stanford
DULL, DL
MOSHER, HS
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Stanford University, Stanford
MOSHER, HS
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1969,
34
(09)
: 2543
-
&
[10]
DIRECT REGIOSPECIFIC ALLYLIC AMINATION VIA SILICON INDUCED PERICYCLIC-REACTIONS - A NOVEL SYNTHESIS OF GAMMA-VINYL GABA
DELERIS, G
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BORDEAUX 1,CHIM ORGAN & ORGANOMET LAB,CNRS,UA 35,F-33405 TALENCE,FRANCE
DELERIS, G
DUNOGUES, J
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BORDEAUX 1,CHIM ORGAN & ORGANOMET LAB,CNRS,UA 35,F-33405 TALENCE,FRANCE
DUNOGUES, J
GADRAS, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BORDEAUX 1,CHIM ORGAN & ORGANOMET LAB,CNRS,UA 35,F-33405 TALENCE,FRANCE
GADRAS, A
[J].
TETRAHEDRON,
1988,
44
(13)
: 4243
-
4258
←
1
2
3
→
共 24 条
[1]
STABASE-PROTECTED 2-CHLOROALLYLAMINE - A USEFUL SYNTHON FOR PRIMARY ALLYLIC AMINES VIA NICKEL-CATALYZED CROSS-COUPLING
BARGAR, TM
论文数:
0
引用数:
0
h-index:
0
BARGAR, TM
MCCOWAN, JR
论文数:
0
引用数:
0
h-index:
0
MCCOWAN, JR
MCCARTHY, JR
论文数:
0
引用数:
0
h-index:
0
MCCARTHY, JR
WAGNER, ER
论文数:
0
引用数:
0
h-index:
0
WAGNER, ER
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1987,
52
(04)
: 678
-
681
[2]
PHOSPHINE MEDIATED SYNTHESIS OF 2-METHYLIDENE-3-AMINO ESTERS AND KETONES
BERTENSHAW, S
论文数:
0
引用数:
0
h-index:
0
BERTENSHAW, S
KAHN, M
论文数:
0
引用数:
0
h-index:
0
KAHN, M
[J].
TETRAHEDRON LETTERS,
1989,
30
(21)
: 2731
-
2732
[3]
BREIPOHL G, 1987, Patent No. 3601242
[4]
BUCHWALD SL, 1989, J AM CHEM SOC, V111, P486
[5]
Cheikh R. B., 1983, SYNTHESIS-STUTTGART, P685, DOI DOI 10.1055/S-1983-30473
[6]
NEW METHODOLOGY FOR THE SYNTHESIS OF PROTECTED, PRIMARY PENTADIENYLAMINES
CONNELL, RD
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
CONNELL, RD
HELQUIST, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
HELQUIST, P
AKERMARK, B
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
AKERMARK, B
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1989,
54
(14)
: 3359
-
3370
[7]
AN EFFICIENT, PALLADIUM-CATALYZED ROUTE TO PROTECTED ALLYLIC AMINES
CONNELL, RD
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
CONNELL, RD
REIN, T
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
REIN, T
AKERMARK, B
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
AKERMARK, B
HELQUIST, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME,DEPT CHEM,NOTRE DAME,IN 46556
HELQUIST, P
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1988,
53
(16)
: 3845
-
3849
[8]
(R)-2-ALKOXYCARBONYL-1-FORMYL-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXYISOQUINOLINES FROM D-(-)-TARTARIC ACID - SYNTHESIS OF (S)-HOMOLAUDANOSINE AND (S)-2,3,9,10,11-PENTAMETHOXYHOMOPROTOBERBERINE
CZARNOCKI, Z
论文数:
0
引用数:
0
h-index:
0
机构:
MCMASTER UNIV,DEPT CHEM,HAMILTON L8S 4M1,ONTARIO,CANADA
CZARNOCKI, Z
MACLEAN, DB
论文数:
0
引用数:
0
h-index:
0
机构:
MCMASTER UNIV,DEPT CHEM,HAMILTON L8S 4M1,ONTARIO,CANADA
MACLEAN, DB
SZAREK, WA
论文数:
0
引用数:
0
h-index:
0
机构:
MCMASTER UNIV,DEPT CHEM,HAMILTON L8S 4M1,ONTARIO,CANADA
SZAREK, WA
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1987,
(07)
: 493
-
494
[9]
ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES
DALE, JA
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Stanford University, Stanford
DALE, JA
DULL, DL
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Stanford University, Stanford
DULL, DL
MOSHER, HS
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Stanford University, Stanford
MOSHER, HS
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1969,
34
(09)
: 2543
-
&
[10]
DIRECT REGIOSPECIFIC ALLYLIC AMINATION VIA SILICON INDUCED PERICYCLIC-REACTIONS - A NOVEL SYNTHESIS OF GAMMA-VINYL GABA
DELERIS, G
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BORDEAUX 1,CHIM ORGAN & ORGANOMET LAB,CNRS,UA 35,F-33405 TALENCE,FRANCE
DELERIS, G
DUNOGUES, J
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BORDEAUX 1,CHIM ORGAN & ORGANOMET LAB,CNRS,UA 35,F-33405 TALENCE,FRANCE
DUNOGUES, J
GADRAS, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BORDEAUX 1,CHIM ORGAN & ORGANOMET LAB,CNRS,UA 35,F-33405 TALENCE,FRANCE
GADRAS, A
[J].
TETRAHEDRON,
1988,
44
(13)
: 4243
-
4258
←
1
2
3
→