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Rhodium-catalyzed propargylic substitution: A divergent approach to propargylic and allenyl sulfonamides
被引:29
作者
:
Evans, P. Andrew
论文数:
0
引用数:
0
h-index:
0
机构:
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Evans, P. Andrew
[
1
]
Lawler, Michael J.
论文数:
0
引用数:
0
h-index:
0
机构:
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Lawler, Michael J.
[
1
]
机构
:
[1]
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2006年
/ 45卷
/ 30期
关键词
:
allenes;
carbocyclization;
isomerization;
rhodium;
sulfonamides;
D O I
:
10.1002/anie.200600615
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
(Chemical Equation Presented) Construction work: Rh-catalyzed propargylic amination provides an efficient, versatile method for the preparation of aliphatic propargylic sulfonamides. This Rh-catalyzed variant has a divergent nature, from which aryl-substituted propargylic and allenyl sulfonamides can be constructed. A one-pot two-component Rh-catalyzed propargylic amination/isomerization followed by a [4+2] carbocy-carbocyclization demonstrates the synthetic utility of this divergent behavior. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4970 / 4972
页数:3
相关论文
共 22 条
[1]
Two birds with one metallic stone: Single-pot catalysis of fundamentally different transformations
[J].
Ajamian, A
论文数:
0
引用数:
0
h-index:
0
机构:
McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
Ajamian, A
;
Gleason, JL
论文数:
0
引用数:
0
h-index:
0
机构:
McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
Gleason, JL
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2004,
43
(29)
:3754
-3760
[2]
Ajamian A., 2004, ANGEW CHEM, V116, P3842
[3]
[Rh(CO)2Cl]2-catalyzed domino reactions involving allylic substitution and subsequent carbocyclization reactions
[J].
Ashfeld, BL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Ashfeld, BL
;
Miller, KA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Miller, KA
;
Smith, AJ
论文数:
0
引用数:
0
h-index:
0
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Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Smith, AJ
;
Tran, K
论文数:
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引用数:
0
h-index:
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Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Tran, K
;
Martin, SF
论文数:
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引用数:
0
h-index:
0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Martin, SF
.
ORGANIC LETTERS,
2005,
7
(08)
:1661
-1663
[4]
Regioselective and enantiospecific rhodium-catalyzed allylic amination with N-(arylsulflonyl)anilines
[J].
Evans, PA
论文数:
0
引用数:
0
h-index:
0
机构:
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Evans, PA
;
Robinson, JE
论文数:
0
引用数:
0
h-index:
0
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Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Robinson, JE
;
Moffett, KK
论文数:
0
引用数:
0
h-index:
0
机构:
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Moffett, KK
.
ORGANIC LETTERS,
2001,
3
(21)
:3269
-3271
[5]
Enantiospecific synthesis of allylamines via the regioselective rhodium-catalyzed allylic amination reaction
[J].
Evans, PA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Evans, PA
;
Robinson, JE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Robinson, JE
;
Nelson, JD
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Nelson, JD
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1999,
121
(28)
:6761
-6762
[6]
Regioselective Rh-catalyzed allylic amination/ring-closing metathesis approach to monocyclic azacycles: Diastereospecific construction of 2,5-disubstituted pyrrolines
[J].
Evans, PA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Evans, PA
;
Robinson, JE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Robinson, JE
.
ORGANIC LETTERS,
1999,
1
(12)
:1929
-1931
[7]
Regio- and diastereoselective tandem rhodium-catalyzed allylic alkylation Pauson-Khand annulation reactions
[J].
Evans, PA
论文数:
0
引用数:
0
h-index:
0
机构:
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Evans, PA
;
Robinson, JE
论文数:
0
引用数:
0
h-index:
0
机构:
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Robinson, JE
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001,
123
(19)
:4609
-4610
[8]
2-NITROBENZENESULFONAMIDES AND 4-NITROBENZENESULFONAMIDES - EXCEPTIONALLY VERSATILE MEANS FOR PREPARATION OF SECONDARY-AMINES AND PROTECTION OF AMINES
[J].
FUKUYAMA, T
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Rice University, Houston
FUKUYAMA, T
;
JOW, CK
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Rice University, Houston
JOW, CK
;
CHEUNG, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Rice University, Houston
CHEUNG, M
.
TETRAHEDRON LETTERS,
1995,
36
(36)
:6373
-6374
[9]
Gold(III)-catalyzed nucleophilic substitution of propargylic alcohols
[J].
Georgy, M
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
Georgy, M
;
Boucard, V
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
Boucard, V
;
Campagne, JM
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
Campagne, JM
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005,
127
(41)
:14180
-14181
[10]
COPPER(I)-CATALYZED AMINATION OF PROPARGYL ESTERS - SELECTIVE SYNTHESIS OF PROPARGYLAMINES, 1-ALKEN-3-YLAMINES, AND (Z)-ALLYLAMINES
[J].
IMADA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
IMADA, Y
;
YUASA, M
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
YUASA, M
;
NAKAMURA, I
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
NAKAMURA, I
;
MURAHASHI, S
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
MURAHASHI, S
.
JOURNAL OF ORGANIC CHEMISTRY,
1994,
59
(09)
:2282
-2284
←
1
2
3
→
共 22 条
[1]
Two birds with one metallic stone: Single-pot catalysis of fundamentally different transformations
[J].
Ajamian, A
论文数:
0
引用数:
0
h-index:
0
机构:
McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
Ajamian, A
;
Gleason, JL
论文数:
0
引用数:
0
h-index:
0
机构:
McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
Gleason, JL
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2004,
43
(29)
:3754
-3760
[2]
Ajamian A., 2004, ANGEW CHEM, V116, P3842
[3]
[Rh(CO)2Cl]2-catalyzed domino reactions involving allylic substitution and subsequent carbocyclization reactions
[J].
Ashfeld, BL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Ashfeld, BL
;
Miller, KA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Miller, KA
;
Smith, AJ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Smith, AJ
;
Tran, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Tran, K
;
Martin, SF
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
Martin, SF
.
ORGANIC LETTERS,
2005,
7
(08)
:1661
-1663
[4]
Regioselective and enantiospecific rhodium-catalyzed allylic amination with N-(arylsulflonyl)anilines
[J].
Evans, PA
论文数:
0
引用数:
0
h-index:
0
机构:
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Evans, PA
;
Robinson, JE
论文数:
0
引用数:
0
h-index:
0
机构:
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Robinson, JE
;
Moffett, KK
论文数:
0
引用数:
0
h-index:
0
机构:
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Moffett, KK
.
ORGANIC LETTERS,
2001,
3
(21)
:3269
-3271
[5]
Enantiospecific synthesis of allylamines via the regioselective rhodium-catalyzed allylic amination reaction
[J].
Evans, PA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Evans, PA
;
Robinson, JE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Robinson, JE
;
Nelson, JD
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Nelson, JD
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1999,
121
(28)
:6761
-6762
[6]
Regioselective Rh-catalyzed allylic amination/ring-closing metathesis approach to monocyclic azacycles: Diastereospecific construction of 2,5-disubstituted pyrrolines
[J].
Evans, PA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Evans, PA
;
Robinson, JE
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
Robinson, JE
.
ORGANIC LETTERS,
1999,
1
(12)
:1929
-1931
[7]
Regio- and diastereoselective tandem rhodium-catalyzed allylic alkylation Pauson-Khand annulation reactions
[J].
Evans, PA
论文数:
0
引用数:
0
h-index:
0
机构:
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Evans, PA
;
Robinson, JE
论文数:
0
引用数:
0
h-index:
0
机构:
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
Robinson, JE
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001,
123
(19)
:4609
-4610
[8]
2-NITROBENZENESULFONAMIDES AND 4-NITROBENZENESULFONAMIDES - EXCEPTIONALLY VERSATILE MEANS FOR PREPARATION OF SECONDARY-AMINES AND PROTECTION OF AMINES
[J].
FUKUYAMA, T
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Rice University, Houston
FUKUYAMA, T
;
JOW, CK
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Rice University, Houston
JOW, CK
;
CHEUNG, M
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, Rice University, Houston
CHEUNG, M
.
TETRAHEDRON LETTERS,
1995,
36
(36)
:6373
-6374
[9]
Gold(III)-catalyzed nucleophilic substitution of propargylic alcohols
[J].
Georgy, M
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
Georgy, M
;
Boucard, V
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
Boucard, V
;
Campagne, JM
论文数:
0
引用数:
0
h-index:
0
机构:
CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
CNRS, Inst Chim Subst Nat, F-91190 Gif Sur Yvette, France
Campagne, JM
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005,
127
(41)
:14180
-14181
[10]
COPPER(I)-CATALYZED AMINATION OF PROPARGYL ESTERS - SELECTIVE SYNTHESIS OF PROPARGYLAMINES, 1-ALKEN-3-YLAMINES, AND (Z)-ALLYLAMINES
[J].
IMADA, Y
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
IMADA, Y
;
YUASA, M
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
YUASA, M
;
NAKAMURA, I
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
NAKAMURA, I
;
MURAHASHI, S
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
MURAHASHI, S
.
JOURNAL OF ORGANIC CHEMISTRY,
1994,
59
(09)
:2282
-2284
←
1
2
3
→