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The solvent promoted addition of tetraallyltin to aldehydes: A convenient and chemoselective allylation procedure
被引:29
作者
:
Cokley, TM
论文数:
0
引用数:
0
h-index:
0
机构:
GRIFFITH UNIV,FAC SCI & TECHNOL,NATHAN,QLD 4111,AUSTRALIA
GRIFFITH UNIV,FAC SCI & TECHNOL,NATHAN,QLD 4111,AUSTRALIA
Cokley, TM
[
1
]
Marshall, RL
论文数:
0
引用数:
0
h-index:
0
机构:
GRIFFITH UNIV,FAC SCI & TECHNOL,NATHAN,QLD 4111,AUSTRALIA
GRIFFITH UNIV,FAC SCI & TECHNOL,NATHAN,QLD 4111,AUSTRALIA
Marshall, RL
[
1
]
论文数:
引用数:
h-index:
机构:
McCluskey, A
[
1
]
Young, DJ
论文数:
0
引用数:
0
h-index:
0
机构:
GRIFFITH UNIV,FAC SCI & TECHNOL,NATHAN,QLD 4111,AUSTRALIA
GRIFFITH UNIV,FAC SCI & TECHNOL,NATHAN,QLD 4111,AUSTRALIA
Young, DJ
[
1
]
机构
:
[1]
GRIFFITH UNIV,FAC SCI & TECHNOL,NATHAN,QLD 4111,AUSTRALIA
来源
:
TETRAHEDRON LETTERS
|
1996年
/ 37卷
/ 11期
关键词
:
D O I
:
10.1016/0040-4039(96)00149-9
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
Aldehydes 2a - e react with tetraallyltin (1,0.25 equiv.) in methanol or other polar solvent at room temperature (ca 30 degrees C, <20 h) to provide the corresponding homoallyl alcohols 3a - e in 69 - 98% yield. No additional catalysis is required.
引用
收藏
页码:1905 / 1908
页数:4
相关论文
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MECHANISM OF ELECTROPHILIC SUBSTITUTION WITH PARTICIPATION OF ION-PAIRS IN ORGANOMETALLIC CHEMISTRY (SE2 ION-PAIR MECHANISM)
BELETSKAYA, IP
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Physical Organic Laboratory, Chemical Department, University of Moscow, Moscow
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REUTOV, OA
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0
引用数:
0
h-index:
0
机构:
Physical Organic Laboratory, Chemical Department, University of Moscow, Moscow
REUTOV, OA
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
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155
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[2]
ALLYLSTANNATION .2. A TOTAL CIS-PREFERENCE IN THE ADDITION OF NORMAL-BU2CLSNCH(CH3)CH=CH2 TO ALDEHYDES
GAMBARO, A
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IST CHIM FIS,VIA LOREDAN 2-I,I-35100 PADOVA,ITALY
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GANIS, P
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0
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IST CHIM FIS,VIA LOREDAN 2-I,I-35100 PADOVA,ITALY
GANIS, P
MARTON, D
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0
h-index:
0
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IST CHIM FIS,VIA LOREDAN 2-I,I-35100 PADOVA,ITALY
TAGLIAVINI, G
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1982,
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: 307
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314
[3]
HEMIACETALS ALDALS AND HEMIALDALS
HURD, CD
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0
引用数:
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HURD, CD
[J].
JOURNAL OF CHEMICAL EDUCATION,
1966,
43
(10)
: 527
-
&
[4]
LEQUAN M, 1969, CR ACAD SCI C CHIM, V268, P858
[5]
ON THE STERIC COURSE OF THE ADDITION OF SOME ORGANOMETALLIC REAGENTS TO (R)-2,3-ISOPROPYLIDENE GLYCERALDEHYDE - SYNTHESIS OF OPTICALLY-ACTIVE ALPHA-BENZYLOXY ALDEHYDES, ALCOHOLS, CARBOXYLIC-ACIDS AND 1,2-DIOLS
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0
MULZER, J
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0
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0
ANGERMANN, A
[J].
TETRAHEDRON LETTERS,
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: 2843
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2846
[6]
DIASTEREOSELECTIVE AND ENANTIOSELECTIVE ALDEHYDE ADDITION-REACTIONS OF 2-ALLYL-1,3,2-DIOXABOROLANE-4,5-DICARBOXYLIC ESTERS, A USEFUL CLASS OF TARTRATE ESTER MODIFIED ALLYLBORONATES
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[J].
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107
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: 8186
-
8190
[7]
ELECTROPHILIC DISPLACEMENT-REACTIONS .17. COURSE AND KINETICS OF PROTONOLYSIS OF ALLYLTINS
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KUIVILA, HG
[J].
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1975,
97
(04)
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[8]
ACYCLIC STEREOCONTROL VIA ALLYLIC ORGANOMETALLIC COMPOUNDS
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[J].
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(07)
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-
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[9]
HIGHLY CHEMOSELECTIVE ALLYLATION OF CARBONYL-COMPOUNDS WITH TETRAALLYLTIN IN ACIDIC AQUEOUS-MEDIA
YANAGISAWA, A
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NAGOYA UNIV,SCH ENGN,CHIKUSA,NAGOYA 46401,JAPAN
NAGOYA UNIV,SCH ENGN,CHIKUSA,NAGOYA 46401,JAPAN
YANAGISAWA, A
INOUE, H
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NAGOYA UNIV,SCH ENGN,CHIKUSA,NAGOYA 46401,JAPAN
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[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1993,
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: 10356
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10357
[10]
GLUTATHIONE DEPLETION BY PHORONE ORGAN SPECIFICITY AND EFFECT ON HEPATIC-MICROSOMAL MIXED-FUNCTION OXIDASE SYSTEM
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1
→
共 10 条
[1]
MECHANISM OF ELECTROPHILIC SUBSTITUTION WITH PARTICIPATION OF ION-PAIRS IN ORGANOMETALLIC CHEMISTRY (SE2 ION-PAIR MECHANISM)
BELETSKAYA, IP
论文数:
0
引用数:
0
h-index:
0
机构:
Physical Organic Laboratory, Chemical Department, University of Moscow, Moscow
BELETSKAYA, IP
KASHIN, AN
论文数:
0
引用数:
0
h-index:
0
机构:
Physical Organic Laboratory, Chemical Department, University of Moscow, Moscow
KASHIN, AN
REUTOV, OA
论文数:
0
引用数:
0
h-index:
0
机构:
Physical Organic Laboratory, Chemical Department, University of Moscow, Moscow
REUTOV, OA
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1978,
155
(01)
: 31
-
38
[2]
ALLYLSTANNATION .2. A TOTAL CIS-PREFERENCE IN THE ADDITION OF NORMAL-BU2CLSNCH(CH3)CH=CH2 TO ALDEHYDES
GAMBARO, A
论文数:
0
引用数:
0
h-index:
0
机构:
IST CHIM FIS,VIA LOREDAN 2-I,I-35100 PADOVA,ITALY
GAMBARO, A
GANIS, P
论文数:
0
引用数:
0
h-index:
0
机构:
IST CHIM FIS,VIA LOREDAN 2-I,I-35100 PADOVA,ITALY
GANIS, P
MARTON, D
论文数:
0
引用数:
0
h-index:
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IST CHIM FIS,VIA LOREDAN 2-I,I-35100 PADOVA,ITALY
MARTON, D
PERUZZO, V
论文数:
0
引用数:
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h-index:
0
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IST CHIM FIS,VIA LOREDAN 2-I,I-35100 PADOVA,ITALY
PERUZZO, V
TAGLIAVINI, G
论文数:
0
引用数:
0
h-index:
0
机构:
IST CHIM FIS,VIA LOREDAN 2-I,I-35100 PADOVA,ITALY
TAGLIAVINI, G
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1982,
231
(04)
: 307
-
314
[3]
HEMIACETALS ALDALS AND HEMIALDALS
HURD, CD
论文数:
0
引用数:
0
h-index:
0
HURD, CD
[J].
JOURNAL OF CHEMICAL EDUCATION,
1966,
43
(10)
: 527
-
&
[4]
LEQUAN M, 1969, CR ACAD SCI C CHIM, V268, P858
[5]
ON THE STERIC COURSE OF THE ADDITION OF SOME ORGANOMETALLIC REAGENTS TO (R)-2,3-ISOPROPYLIDENE GLYCERALDEHYDE - SYNTHESIS OF OPTICALLY-ACTIVE ALPHA-BENZYLOXY ALDEHYDES, ALCOHOLS, CARBOXYLIC-ACIDS AND 1,2-DIOLS
MULZER, J
论文数:
0
引用数:
0
h-index:
0
MULZER, J
ANGERMANN, A
论文数:
0
引用数:
0
h-index:
0
ANGERMANN, A
[J].
TETRAHEDRON LETTERS,
1983,
24
(28)
: 2843
-
2846
[6]
DIASTEREOSELECTIVE AND ENANTIOSELECTIVE ALDEHYDE ADDITION-REACTIONS OF 2-ALLYL-1,3,2-DIOXABOROLANE-4,5-DICARBOXYLIC ESTERS, A USEFUL CLASS OF TARTRATE ESTER MODIFIED ALLYLBORONATES
ROUSH, WR
论文数:
0
引用数:
0
h-index:
0
ROUSH, WR
WALTS, AE
论文数:
0
引用数:
0
h-index:
0
WALTS, AE
HOONG, LK
论文数:
0
引用数:
0
h-index:
0
HOONG, LK
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1985,
107
(26)
: 8186
-
8190
[7]
ELECTROPHILIC DISPLACEMENT-REACTIONS .17. COURSE AND KINETICS OF PROTONOLYSIS OF ALLYLTINS
VERDONE, JA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NEW HAMPSHIRE, DEPT CHEM, DURHAM, NH 03824 USA
VERDONE, JA
MANGRAVITE, JA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NEW HAMPSHIRE, DEPT CHEM, DURHAM, NH 03824 USA
MANGRAVITE, JA
SCARPA, NM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NEW HAMPSHIRE, DEPT CHEM, DURHAM, NH 03824 USA
SCARPA, NM
KUIVILA, HG
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NEW HAMPSHIRE, DEPT CHEM, DURHAM, NH 03824 USA
KUIVILA, HG
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1975,
97
(04)
: 843
-
849
[8]
ACYCLIC STEREOCONTROL VIA ALLYLIC ORGANOMETALLIC COMPOUNDS
YAMAMOTO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
OSAKA UNIV,OSAKA,JAPAN
YAMAMOTO, Y
[J].
ACCOUNTS OF CHEMICAL RESEARCH,
1987,
20
(07)
: 243
-
249
[9]
HIGHLY CHEMOSELECTIVE ALLYLATION OF CARBONYL-COMPOUNDS WITH TETRAALLYLTIN IN ACIDIC AQUEOUS-MEDIA
YANAGISAWA, A
论文数:
0
引用数:
0
h-index:
0
机构:
NAGOYA UNIV,SCH ENGN,CHIKUSA,NAGOYA 46401,JAPAN
NAGOYA UNIV,SCH ENGN,CHIKUSA,NAGOYA 46401,JAPAN
YANAGISAWA, A
INOUE, H
论文数:
0
引用数:
0
h-index:
0
机构:
NAGOYA UNIV,SCH ENGN,CHIKUSA,NAGOYA 46401,JAPAN
NAGOYA UNIV,SCH ENGN,CHIKUSA,NAGOYA 46401,JAPAN
INOUE, H
MORODOME, M
论文数:
0
引用数:
0
h-index:
0
机构:
NAGOYA UNIV,SCH ENGN,CHIKUSA,NAGOYA 46401,JAPAN
NAGOYA UNIV,SCH ENGN,CHIKUSA,NAGOYA 46401,JAPAN
MORODOME, M
YAMAMOTO, H
论文数:
0
引用数:
0
h-index:
0
机构:
NAGOYA UNIV,SCH ENGN,CHIKUSA,NAGOYA 46401,JAPAN
NAGOYA UNIV,SCH ENGN,CHIKUSA,NAGOYA 46401,JAPAN
YAMAMOTO, H
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1993,
115
(22)
: 10356
-
10357
[10]
GLUTATHIONE DEPLETION BY PHORONE ORGAN SPECIFICITY AND EFFECT ON HEPATIC-MICROSOMAL MIXED-FUNCTION OXIDASE SYSTEM
YOUNES, M
论文数:
0
引用数:
0
h-index:
0
YOUNES, M
SHARMA, SC
论文数:
0
引用数:
0
h-index:
0
SHARMA, SC
SIEGERS, CP
论文数:
0
引用数:
0
h-index:
0
SIEGERS, CP
[J].
DRUG AND CHEMICAL TOXICOLOGY,
1986,
9
(01)
: 67
-
73
←
1
→