TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE PROMOTED [3+2] DIPOLAR CYCLOADDITION OF NITRONES AND SILYL ENOL ETHERS - AN EFFICIENT ROUTE TO 5-SILOXYISOXAZOLIDINES

被引：26

作者：

DHAVALE, DD

TROMBINI, C

机构：

[1] UNIV BOLOGNA,DIPARTIMENTO CHIM G CIAMICIAN,VIA SELMI 2,I-40126 BOLOGNA,ITALY

[2] UNIV POONA,DEPT CHEM,POONA 411007,MAHARASHTRA,INDIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 17期

关键词：

D O I：

10.1039/c39920001268

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction of silyl enol ethers and nitrones, in the presence of trimethylsilyl trifluoromethanesulfonate, gives 5-siloxyisoxazolidines in excellent yield under fairly mild conditions.

引用

页码：1268 / 1270

页数：3

共 9 条

[1] BALASUBRAMANIAN N, 1985, ORG PREP P INT, V17, P25
[2] Confalone P. N., 1988, ORG REACTIONS, V36, P1
[3] DeShong P., 1988, ADV CYCLOADDITION, V1, P87
[4] DHAVALE DD, IN PRESS HETEROCYCLE
[5] GRUNANGER P, 1991, ISOXAZOLES, P649
[6] CHEMISTRY OF ORGANO-SILICON COMPOUNDS .205. REGIOSELECTIVE CYCLO-ADDITION REACTIONS OF ALLYLSILANES AND SILYL ENOL ETHERS WITH NITRONES AND NITRILE OXIDES - SYNTHESIS OF HOMOALLYLAMINES
HOSOMI, A
SHOJI, H
SAKURAI, H
[J]. CHEMISTRY LETTERS, 1985, (07) : 1049 - 1052
[7] A NEW ROUTE TO 3,5-DISUBSTITUTED ISOXAZOLIDINES VIA THE IODOCYCLIZATION OF HOMOALLYLIC HYDROXYLAMINES
MANCINI, F
PIAZZA, MG
TROMBINI, C
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (13) : 4246 - 4252
[8] Torssell K.B.G., 1988, NITRILE OXIDES NITRO
[9] Tufariello J. J., 1984, 1 3 DIPOLAR CYCLOADD, V2, P83

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