AQUEOUS REACTIONS WITH A LEWIS-ACID AND AN ORGANOMETALLIC REAGENT - THE SCANDIUM TRIFLUOROMETHANESULFONATE-CATALYZED ALLYLATION REACTION OF CARBONYL-COMPOUNDS WITH TETRAALLYLTIN

被引：137

作者：

HACHIYA, I ^{[1
]}

KOBAYASHI, S ^{[1
]}

机构：

[1] SCI UNIV TOKYO,FAC SCI,DEPT APPL CHEM,SHINJUKU KU,TOKYO 162,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 25期

关键词：

D O I：

10.1021/jo00077a009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The allylation reaction of a wide variety of carbonyl compounds with tetraallyltin was successfully carried out in aqueous media by using scandium trifluoromethanesulfonate (scandium triflate) as a catalyst.

引用

页码：6958 / 6960

页数：3

共 29 条

[1] REACTIVITY OF TETRAALLYLTIN AND ALLYLTRIALKYLTIN WITH ALDEHYDES, KETONES AND EPOXIDES [J].

DAUDE, G ;

PEREYRE, M .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1980, 190 (01) :43-52

[2] SELECTIVE ALLYLATION OF CARBONYL-COMPOUNDS IN AQUEOUS-MEDIA [J].

EINHORN, C ;

LUCHE, JL .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 322 (02) :177-183

[3]

EINHORN C, 1989, SYNTHESIS-STUTTGART, P787

[4] PI-ALLYL LANTHANOID ATE COMPLEX AS A NEW HIGHLY 1,2-REGIOSELECTIVE ALLYL TRANSFER AGENT FOR ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS [J].

FUKUZAWA, S ;

SATO, K ;

FUJINAMI, T ;

SAKAI, S .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (13) :939-940

[5] ORGANOSULFUR CHEMISTRY .55. FLUORODESTANNYLATION - A POWERFUL TECHNIQUE TO LIBERATE ANIONS OF OXYGEN, SULFUR, SELENIUM, AND CARBON [J].

HARPP, DN ;

GINGRAS, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (23) :7737-7745

[6]

INOUE H, 1993, 65TH ANN M CHEM SOC, P383

[7]

KOBAYASHI S, 1993, SYNTHESIS-STUTTGART, P371

[8] THE ALDOL REACTION OF SILYL ENOL ETHERS WITH ALDEHYDES IN AQUEOUS-MEDIA [J].

KOBAYASHI, S ;

HACHIYA, I .

TETRAHEDRON LETTERS, 1992, 33 (12) :1625-1628

[9] SCANDIUM TRIFLUOROMETHANESULFONATE (SC(OTF)3) - A NOVEL REUSABLE CATALYST IN THE DIELS-ALDER REACTION [J].

KOBAYASHI, S ;

HACHIYA, I ;

ARAKI, M ;

ISHITANI, H .

TETRAHEDRON LETTERS, 1993, 34 (23) :3755-3758

[10] LANTHANIDE TRIFLUOROMETHANESULFONATES AS REUSABLE CATALYSTS - MICHAEL AND DIELS-ALDER REACTIONS [J].

KOBAYASHI, S ;

HACHIYA, I ;

TAKAHORI, T ;

ARAKI, M ;

ISHITANI, H .

TETRAHEDRON LETTERS, 1992, 33 (45) :6815-6818

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