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A novel titanium tetrahalide-mediated carbon-carbon bond-forming reaction:: Regioselective synthesis of substituted (E,Z)-1,5-dihalo-1,4-dienes
被引:36
作者
:
Kabalka, GW
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA
Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA
Kabalka, GW
[
1
]
Wu, ZZ
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA
Wu, ZZ
Ju, YH
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA
Ju, YH
机构
:
[1]
Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA
[2]
Univ Tennessee, Dept Radiol, Knoxville, TN 37996 USA
来源
:
ORGANIC LETTERS
|
2002年
/ 4卷
/ 20期
关键词
:
D O I
:
10.1021/ol026507r
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
[GRAPHICS] Reactions of aldehydes with 2 equiv of alkyne in the presence of TiX4 (X = Cl, Br) regioselectively generated 1,5-dihalo-1,4-dienes in moderate to good yields with high (E,Z)-stereoselectivity.
引用
收藏
页码:3415 / 3417
页数:3
相关论文
共 52 条
[1]
ALDRIAN JC, 2000, J ORG CHEM, V65, P6264
[2]
First TiCl4-mediated diastereoselective reduction of α-nitro ketones to anti-β-nitro alcohols by BH3•SMe2
论文数:
引用数:
h-index:
机构:
Ballini, R
Bosica, G
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, MC, Italy
Bosica, G
论文数:
引用数:
h-index:
机构:
Marcantoni, E
Vita, P
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, MC, Italy
Vita, P
Bartoli, G
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, MC, Italy
Bartoli, G
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2000,
65
(18)
: 5854
-
5857
[3]
BALME G, 1983, J ORG CHEM, V48, P336
[4]
Highly diastereoselective TiCl4 mediated addition of (E)-cinnamyl(tributyl)tin to α-keto esters
Basavaiah, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Basavaiah, D
Sreenivasulu, B
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Sreenivasulu, B
[J].
TETRAHEDRON LETTERS,
2002,
43
(16)
: 2987
-
2990
[5]
ALLYLSTANNATION .10. STEREOCHEMICAL COURSE OF THE ADDITION-REACTIONS OF (E/Z)-BU3SNCH2CH=CHCH3 WITH ALDEHYDES IN THE PRESENCE OF LEWIS-ACIDS (BU2SNCL2, BF3.ET2O, AND TICL4)
BOARETTO, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PADUA,DIPARTIMENTO CHIM INORGAN MET ORGAN & ANALIT,VIA MARZOLO 1,I-35131 PADUA,ITALY
BOARETTO, A
MARTON, D
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PADUA,DIPARTIMENTO CHIM INORGAN MET ORGAN & ANALIT,VIA MARZOLO 1,I-35131 PADUA,ITALY
MARTON, D
TAGLIAVINI, G
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PADUA,DIPARTIMENTO CHIM INORGAN MET ORGAN & ANALIT,VIA MARZOLO 1,I-35131 PADUA,ITALY
TAGLIAVINI, G
GANIS, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PADUA,DIPARTIMENTO CHIM INORGAN MET ORGAN & ANALIT,VIA MARZOLO 1,I-35131 PADUA,ITALY
GANIS, P
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1987,
321
(02)
: 199
-
207
[6]
Mild acetalisation of mono and dicarbonyl compounds catalysed by titanium tetrachloride.: Facile synthesis of β-keto enol ethers
Clerici, A
论文数:
0
引用数:
0
h-index:
0
机构:
Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
Clerici, A
Pastori, N
论文数:
0
引用数:
0
h-index:
0
机构:
Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
Pastori, N
Porta, O
论文数:
0
引用数:
0
h-index:
0
机构:
Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
Porta, O
[J].
TETRAHEDRON,
2001,
57
(01)
: 217
-
225
[7]
Interaction modes of titanium tetrachloride with the carbonyl functionality
Cozzi, PG
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LAUSANNE,INST CHIM MINERALE & ANALYT,CH-1015 LAUSANNE,SWITZERLAND
Cozzi, PG
Solari, E
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LAUSANNE,INST CHIM MINERALE & ANALYT,CH-1015 LAUSANNE,SWITZERLAND
Solari, E
Floriani, C
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LAUSANNE,INST CHIM MINERALE & ANALYT,CH-1015 LAUSANNE,SWITZERLAND
Floriani, C
ChiesiVilla, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LAUSANNE,INST CHIM MINERALE & ANALYT,CH-1015 LAUSANNE,SWITZERLAND
ChiesiVilla, A
论文数:
引用数:
h-index:
机构:
Rizzoli, C
[J].
CHEMISCHE BERICHTE,
1996,
129
(11)
: 1361
-
1368
[8]
Titanium enolates of thiazolidinethione chiral auxiliaries: Versatile tools for asymmetric aldol additions
Crimmins, MT
论文数:
0
引用数:
0
h-index:
0
机构:
Univ N Carolina, Venable & Kenan Labs Chem, Chapel Hill, NC 27599 USA
Univ N Carolina, Venable & Kenan Labs Chem, Chapel Hill, NC 27599 USA
Crimmins, MT
Chaudhary, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ N Carolina, Venable & Kenan Labs Chem, Chapel Hill, NC 27599 USA
Univ N Carolina, Venable & Kenan Labs Chem, Chapel Hill, NC 27599 USA
Chaudhary, K
[J].
ORGANIC LETTERS,
2000,
2
(06)
: 775
-
777
[9]
Asymmetric aldol additions with titanium enolates of acyloxazolidinethiones: Dependence of selectivity on amine base and Lewis acid stoichiometry
Crimmins, MT
论文数:
0
引用数:
0
h-index:
0
机构:
Venable and Kenan Lab. of Chemistry, University of North Carolina, Chapel Hill
Crimmins, MT
King, BW
论文数:
0
引用数:
0
h-index:
0
机构:
Venable and Kenan Lab. of Chemistry, University of North Carolina, Chapel Hill
King, BW
Tabet, EA
论文数:
0
引用数:
0
h-index:
0
机构:
Venable and Kenan Lab. of Chemistry, University of North Carolina, Chapel Hill
Tabet, EA
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(33)
: 7883
-
7884
[10]
Reactions of alkyl azides and ketones as mediated by Lewis acids:: Schmidt and Mannich reactions using azide precursors
Desai, P
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Desai, P
Schildknegt, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Schildknegt, K
Agrios, KA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Agrios, KA
Mossman, C
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Mossman, C
Milligan, GL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Milligan, GL
Aubé, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Aubé, J
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(30)
: 7226
-
7232
←
1
2
3
4
5
6
→
共 52 条
[1]
ALDRIAN JC, 2000, J ORG CHEM, V65, P6264
[2]
First TiCl4-mediated diastereoselective reduction of α-nitro ketones to anti-β-nitro alcohols by BH3•SMe2
论文数:
引用数:
h-index:
机构:
Ballini, R
Bosica, G
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, MC, Italy
Bosica, G
论文数:
引用数:
h-index:
机构:
Marcantoni, E
Vita, P
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, MC, Italy
Vita, P
Bartoli, G
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, MC, Italy
Bartoli, G
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2000,
65
(18)
: 5854
-
5857
[3]
BALME G, 1983, J ORG CHEM, V48, P336
[4]
Highly diastereoselective TiCl4 mediated addition of (E)-cinnamyl(tributyl)tin to α-keto esters
Basavaiah, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Basavaiah, D
Sreenivasulu, B
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
Sreenivasulu, B
[J].
TETRAHEDRON LETTERS,
2002,
43
(16)
: 2987
-
2990
[5]
ALLYLSTANNATION .10. STEREOCHEMICAL COURSE OF THE ADDITION-REACTIONS OF (E/Z)-BU3SNCH2CH=CHCH3 WITH ALDEHYDES IN THE PRESENCE OF LEWIS-ACIDS (BU2SNCL2, BF3.ET2O, AND TICL4)
BOARETTO, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PADUA,DIPARTIMENTO CHIM INORGAN MET ORGAN & ANALIT,VIA MARZOLO 1,I-35131 PADUA,ITALY
BOARETTO, A
MARTON, D
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PADUA,DIPARTIMENTO CHIM INORGAN MET ORGAN & ANALIT,VIA MARZOLO 1,I-35131 PADUA,ITALY
MARTON, D
TAGLIAVINI, G
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PADUA,DIPARTIMENTO CHIM INORGAN MET ORGAN & ANALIT,VIA MARZOLO 1,I-35131 PADUA,ITALY
TAGLIAVINI, G
GANIS, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV PADUA,DIPARTIMENTO CHIM INORGAN MET ORGAN & ANALIT,VIA MARZOLO 1,I-35131 PADUA,ITALY
GANIS, P
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1987,
321
(02)
: 199
-
207
[6]
Mild acetalisation of mono and dicarbonyl compounds catalysed by titanium tetrachloride.: Facile synthesis of β-keto enol ethers
Clerici, A
论文数:
0
引用数:
0
h-index:
0
机构:
Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
Clerici, A
Pastori, N
论文数:
0
引用数:
0
h-index:
0
机构:
Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
Pastori, N
Porta, O
论文数:
0
引用数:
0
h-index:
0
机构:
Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
Porta, O
[J].
TETRAHEDRON,
2001,
57
(01)
: 217
-
225
[7]
Interaction modes of titanium tetrachloride with the carbonyl functionality
Cozzi, PG
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LAUSANNE,INST CHIM MINERALE & ANALYT,CH-1015 LAUSANNE,SWITZERLAND
Cozzi, PG
Solari, E
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LAUSANNE,INST CHIM MINERALE & ANALYT,CH-1015 LAUSANNE,SWITZERLAND
Solari, E
Floriani, C
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LAUSANNE,INST CHIM MINERALE & ANALYT,CH-1015 LAUSANNE,SWITZERLAND
Floriani, C
ChiesiVilla, A
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV LAUSANNE,INST CHIM MINERALE & ANALYT,CH-1015 LAUSANNE,SWITZERLAND
ChiesiVilla, A
论文数:
引用数:
h-index:
机构:
Rizzoli, C
[J].
CHEMISCHE BERICHTE,
1996,
129
(11)
: 1361
-
1368
[8]
Titanium enolates of thiazolidinethione chiral auxiliaries: Versatile tools for asymmetric aldol additions
Crimmins, MT
论文数:
0
引用数:
0
h-index:
0
机构:
Univ N Carolina, Venable & Kenan Labs Chem, Chapel Hill, NC 27599 USA
Univ N Carolina, Venable & Kenan Labs Chem, Chapel Hill, NC 27599 USA
Crimmins, MT
Chaudhary, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ N Carolina, Venable & Kenan Labs Chem, Chapel Hill, NC 27599 USA
Univ N Carolina, Venable & Kenan Labs Chem, Chapel Hill, NC 27599 USA
Chaudhary, K
[J].
ORGANIC LETTERS,
2000,
2
(06)
: 775
-
777
[9]
Asymmetric aldol additions with titanium enolates of acyloxazolidinethiones: Dependence of selectivity on amine base and Lewis acid stoichiometry
Crimmins, MT
论文数:
0
引用数:
0
h-index:
0
机构:
Venable and Kenan Lab. of Chemistry, University of North Carolina, Chapel Hill
Crimmins, MT
King, BW
论文数:
0
引用数:
0
h-index:
0
机构:
Venable and Kenan Lab. of Chemistry, University of North Carolina, Chapel Hill
King, BW
Tabet, EA
论文数:
0
引用数:
0
h-index:
0
机构:
Venable and Kenan Lab. of Chemistry, University of North Carolina, Chapel Hill
Tabet, EA
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1997,
119
(33)
: 7883
-
7884
[10]
Reactions of alkyl azides and ketones as mediated by Lewis acids:: Schmidt and Mannich reactions using azide precursors
Desai, P
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Desai, P
Schildknegt, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Schildknegt, K
Agrios, KA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Agrios, KA
Mossman, C
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Mossman, C
Milligan, GL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Milligan, GL
Aubé, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
Aubé, J
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(30)
: 7226
-
7232
←
1
2
3
4
5
6
→