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ADDITION OF ZINC HOMOENOLATES TO ACETYLENIC ESTERS - A FORMAL [3 + 2] CYCLOADDITION
被引:45
作者
:
CRIMMINS, MT
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, The University of North Carolina, Chapel Hill
CRIMMINS, MT
NANTERMET, PG
论文数:
0
引用数:
0
h-index:
0
机构:
Department of Chemistry, The University of North Carolina, Chapel Hill
NANTERMET, PG
机构
:
[1]
Department of Chemistry, The University of North Carolina, Chapel Hill
来源
:
JOURNAL OF ORGANIC CHEMISTRY
|
1990年
/ 55卷
/ 14期
关键词
:
D O I
:
10.1021/jo00301a003
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
Addition of zinc homoenolates to acetylenic esters results in conjugate addition followed by intramolecular acylation of the intermediate allenolate to produce 2-carbalkoxycyclopentenones, formally a [3+2] cycloaddition, in a single operation. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:4235 / 4237
页数:3
相关论文
共 20 条
[1]
BERK SC, 1988, J ORG CHEM, V53, P5791
[2]
MIXED COPPER, ZINC-2-AMINO BENZYLIC ORGANOMETALLICS AS EFFICIENT REAGENTS FOR THE SYNTHESIS OF HETEROCYCLES
[J].
CHEN, HG
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
CHEN, HG
;
HOECHSTETTER, C
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
HOECHSTETTER, C
;
KNOCHEL, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
KNOCHEL, P
.
TETRAHEDRON LETTERS,
1989,
30
(36)
:4795
-4798
[3]
TOTAL SYNTHESIS OF A C-15 GINKGOLIDE, (+/-)-BILOBALIDE
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
SU, WG
论文数:
0
引用数:
0
h-index:
0
SU, WG
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1987,
109
(24)
:7534
-7536
[4]
CONJUGATE ADDITION CYCLOACYLATION OF ACETYLENIC DIESTERS - SYNTHESIS OF HIGHLY FUNCTIONALIZED CYCLOPENTENONES
[J].
CRIMMINS, MT
论文数:
0
引用数:
0
h-index:
0
CRIMMINS, MT
;
MASCARELLA, SW
论文数:
0
引用数:
0
h-index:
0
MASCARELLA, SW
;
DELOACH, JA
论文数:
0
引用数:
0
h-index:
0
DELOACH, JA
.
JOURNAL OF ORGANIC CHEMISTRY,
1984,
49
(16)
:3033
-3035
[5]
SYNTHESIS AND REACTIVITY TOWARD ACYL CHLORIDES AND ENONES OF THE NEW HIGHLY FUNCTIONALIZED COPPER REAGENTS RCU(CN)ZNI
[J].
KNOCHEL, P
论文数:
0
引用数:
0
h-index:
0
KNOCHEL, P
;
YEH, MCP
论文数:
0
引用数:
0
h-index:
0
YEH, MCP
;
BERK, SC
论文数:
0
引用数:
0
h-index:
0
BERK, SC
;
TALBERT, J
论文数:
0
引用数:
0
h-index:
0
TALBERT, J
.
JOURNAL OF ORGANIC CHEMISTRY,
1988,
53
(10)
:2390
-2392
[6]
SYNTHESIS AND REACTIVITY OF OPEN-CHAIN AND CYCLIC 2-CYANO ZINC AND COPPER ORGANOMETALLICS
[J].
MAJID, TN
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
MAJID, TN
;
YEH, MCP
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
YEH, MCP
;
KNOCHEL, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
KNOCHEL, P
.
TETRAHEDRON LETTERS,
1989,
30
(38)
:5069
-5072
[7]
PALLADIUM CATALYZED-REACTIONS OF PROPIONATE HOMOENOLATE - ARYLATION, VINYLATION, AND ACYLATION
[J].
NAKAMURA, E
论文数:
0
引用数:
0
h-index:
0
NAKAMURA, E
;
KUWAJIMA, I
论文数:
0
引用数:
0
h-index:
0
KUWAJIMA, I
.
TETRAHEDRON LETTERS,
1986,
27
(01)
:83
-86
[8]
A RING-OPENING REACTION OF 1-SILOXY-1-ALKOXYCYCLOPROPANES - PREPARATION OF MAIN-GROUP METAL HOMOENOLATES OF ALKYL PROPIONATE
[J].
NAKAMURA, E
论文数:
0
引用数:
0
h-index:
0
NAKAMURA, E
;
SHIMADA, J
论文数:
0
引用数:
0
h-index:
0
SHIMADA, J
;
KUWAJIMA, I
论文数:
0
引用数:
0
h-index:
0
KUWAJIMA, I
.
ORGANOMETALLICS,
1985,
4
(04)
:641
-646
[9]
CARBON-CARBON BOND-FORMING REACTIONS OF ZINC HOMOENOLATE OF ESTERS - A NOVEL 3-CARBON NUCLEOPHILE WITH GENERAL SYNTHETIC UTILITY
[J].
NAKAMURA, E
论文数:
0
引用数:
0
h-index:
0
NAKAMURA, E
;
AOKI, S
论文数:
0
引用数:
0
h-index:
0
AOKI, S
;
SEKIYA, K
论文数:
0
引用数:
0
h-index:
0
SEKIYA, K
;
OSHINO, H
论文数:
0
引用数:
0
h-index:
0
OSHINO, H
;
KUWAJIMA, I
论文数:
0
引用数:
0
h-index:
0
KUWAJIMA, I
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1987,
109
(26)
:8056
-8066
[10]
COPPER-CATALYZED ACYLATION AND CONJUGATE ADDITION OF ZINC HOMOENOLATE - SYNTHESIS OF 4-OXO AND 6-OXO ESTERS
[J].
NAKAMURA, E
论文数:
0
引用数:
0
h-index:
0
NAKAMURA, E
;
KUWAJIMA, I
论文数:
0
引用数:
0
h-index:
0
KUWAJIMA, I
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1984,
106
(11)
:3368
-3370
←
1
2
→
共 20 条
[1]
BERK SC, 1988, J ORG CHEM, V53, P5791
[2]
MIXED COPPER, ZINC-2-AMINO BENZYLIC ORGANOMETALLICS AS EFFICIENT REAGENTS FOR THE SYNTHESIS OF HETEROCYCLES
[J].
CHEN, HG
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
CHEN, HG
;
HOECHSTETTER, C
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
HOECHSTETTER, C
;
KNOCHEL, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
KNOCHEL, P
.
TETRAHEDRON LETTERS,
1989,
30
(36)
:4795
-4798
[3]
TOTAL SYNTHESIS OF A C-15 GINKGOLIDE, (+/-)-BILOBALIDE
[J].
COREY, EJ
论文数:
0
引用数:
0
h-index:
0
COREY, EJ
;
SU, WG
论文数:
0
引用数:
0
h-index:
0
SU, WG
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1987,
109
(24)
:7534
-7536
[4]
CONJUGATE ADDITION CYCLOACYLATION OF ACETYLENIC DIESTERS - SYNTHESIS OF HIGHLY FUNCTIONALIZED CYCLOPENTENONES
[J].
CRIMMINS, MT
论文数:
0
引用数:
0
h-index:
0
CRIMMINS, MT
;
MASCARELLA, SW
论文数:
0
引用数:
0
h-index:
0
MASCARELLA, SW
;
DELOACH, JA
论文数:
0
引用数:
0
h-index:
0
DELOACH, JA
.
JOURNAL OF ORGANIC CHEMISTRY,
1984,
49
(16)
:3033
-3035
[5]
SYNTHESIS AND REACTIVITY TOWARD ACYL CHLORIDES AND ENONES OF THE NEW HIGHLY FUNCTIONALIZED COPPER REAGENTS RCU(CN)ZNI
[J].
KNOCHEL, P
论文数:
0
引用数:
0
h-index:
0
KNOCHEL, P
;
YEH, MCP
论文数:
0
引用数:
0
h-index:
0
YEH, MCP
;
BERK, SC
论文数:
0
引用数:
0
h-index:
0
BERK, SC
;
TALBERT, J
论文数:
0
引用数:
0
h-index:
0
TALBERT, J
.
JOURNAL OF ORGANIC CHEMISTRY,
1988,
53
(10)
:2390
-2392
[6]
SYNTHESIS AND REACTIVITY OF OPEN-CHAIN AND CYCLIC 2-CYANO ZINC AND COPPER ORGANOMETALLICS
[J].
MAJID, TN
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
MAJID, TN
;
YEH, MCP
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
YEH, MCP
;
KNOCHEL, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
UNIV MICHIGAN,DEPT CHEM,ANN ARBOR,MI 48109
KNOCHEL, P
.
TETRAHEDRON LETTERS,
1989,
30
(38)
:5069
-5072
[7]
PALLADIUM CATALYZED-REACTIONS OF PROPIONATE HOMOENOLATE - ARYLATION, VINYLATION, AND ACYLATION
[J].
NAKAMURA, E
论文数:
0
引用数:
0
h-index:
0
NAKAMURA, E
;
KUWAJIMA, I
论文数:
0
引用数:
0
h-index:
0
KUWAJIMA, I
.
TETRAHEDRON LETTERS,
1986,
27
(01)
:83
-86
[8]
A RING-OPENING REACTION OF 1-SILOXY-1-ALKOXYCYCLOPROPANES - PREPARATION OF MAIN-GROUP METAL HOMOENOLATES OF ALKYL PROPIONATE
[J].
NAKAMURA, E
论文数:
0
引用数:
0
h-index:
0
NAKAMURA, E
;
SHIMADA, J
论文数:
0
引用数:
0
h-index:
0
SHIMADA, J
;
KUWAJIMA, I
论文数:
0
引用数:
0
h-index:
0
KUWAJIMA, I
.
ORGANOMETALLICS,
1985,
4
(04)
:641
-646
[9]
CARBON-CARBON BOND-FORMING REACTIONS OF ZINC HOMOENOLATE OF ESTERS - A NOVEL 3-CARBON NUCLEOPHILE WITH GENERAL SYNTHETIC UTILITY
[J].
NAKAMURA, E
论文数:
0
引用数:
0
h-index:
0
NAKAMURA, E
;
AOKI, S
论文数:
0
引用数:
0
h-index:
0
AOKI, S
;
SEKIYA, K
论文数:
0
引用数:
0
h-index:
0
SEKIYA, K
;
OSHINO, H
论文数:
0
引用数:
0
h-index:
0
OSHINO, H
;
KUWAJIMA, I
论文数:
0
引用数:
0
h-index:
0
KUWAJIMA, I
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1987,
109
(26)
:8056
-8066
[10]
COPPER-CATALYZED ACYLATION AND CONJUGATE ADDITION OF ZINC HOMOENOLATE - SYNTHESIS OF 4-OXO AND 6-OXO ESTERS
[J].
NAKAMURA, E
论文数:
0
引用数:
0
h-index:
0
NAKAMURA, E
;
KUWAJIMA, I
论文数:
0
引用数:
0
h-index:
0
KUWAJIMA, I
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1984,
106
(11)
:3368
-3370
←
1
2
→