Use of an organometallic reagent in water: Sc(OTf)(3)-catalyzed allylation reactions of aldehydes in micellar systems

被引：71

作者：

Kobayashi, S ^{[1
]}

Wakabayashi, T ^{[1
]}

Oyamada, H ^{[1
]}

机构：

[1] JAPAN SCI & TECHNOL CORP, JST, CREST, SHINJUKU KU, TOKYO 162, JAPAN

来源：

CHEMISTRY LETTERS | 1997年 / 08期

关键词：

D O I：

10.1246/cl.1997.831

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Sc(OTf)(3)-catalyzed allylation reactions of aldehydes with tetraallyltin proceeded smoothly in micellar systems to afford the corresponding homoallylic alcohols in high yields. The reactions were successfully carried out in the presence of a small amount of a surfactant in water without using any organic solvents.

引用

页码：831 / 832

页数：2

共 28 条

[1] Organometallic-type reactions in aqueous media mediated by indium: Application to the synthesis of carbohydrates
Chan, TH
Isaac, MB
[J]. PURE AND APPLIED CHEMISTRY, 1996, 68 (04) : 919 - 924
[2] Solvent-mediated allylation of carbonyl compounds with allylic stannanes
Cokley, TM
Harvey, PJ
Marshall, RL
McCluskey, A
Young, DJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (07) : 1961 - 1964
[3] REACTIVITY OF TETRAALLYLTIN AND ALLYLTRIALKYLTIN WITH ALDEHYDES, KETONES AND EPOXIDES
DAUDE, G
PEREYRE, M
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1980, 190 (01) : 43 - 52
[4] Fendler J. H., 1975, CATALYSIS MICELLAR M, P386
[5] FENDLER JH, 1994, MIXED SURFACTANT SYS
[6] FENDLER JH, 1995, SARFACTANT ENHANCED
[7] PI-ALLYL LANTHANOID ATE COMPLEX AS A NEW HIGHLY 1,2-REGIOSELECTIVE ALLYL TRANSFER AGENT FOR ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS
FUKUZAWA, S
SATO, K
FUJINAMI, T
SAKAI, S
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (13) : 939 - 940
[8] AQUEOUS REACTIONS WITH A LEWIS-ACID AND AN ORGANOMETALLIC REAGENT - THE SCANDIUM TRIFLUOROMETHANESULFONATE-CATALYZED ALLYLATION REACTION OF CARBONYL-COMPOUNDS WITH TETRAALLYLTIN
HACHIYA, I
KOBAYASHI, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) : 6958 - 6960
[9] ORGANOSULFUR CHEMISTRY .55. FLUORODESTANNYLATION - A POWERFUL TECHNIQUE TO LIBERATE ANIONS OF OXYGEN, SULFUR, SELENIUM, AND CARBON
HARPP, DN
GINGRAS, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (23) : 7737 - 7745
[10] A new reaction of imines with alkynyl sulfides affording alpha,beta-unsaturated thioimidates
Ishitani, H
Nagayama, S
Kobayashi, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (06) : 1902 - 1903

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