PHENYLSELENYL HALIDE INDUCED FORMATION OF CYCLIC NITRONES FROM ALKENYL OXIMES

被引：64

作者：

GRIGG, R ^{[1
]}

HADJISOTERIOU, M ^{[1
]}

KENNEWELL, P ^{[1
]}

MARKANDU, J ^{[1
]}

机构：

[1] ROUSSEL SCI INST,SWINDON SN3 5BZ,FRANCE

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 20期

关键词：

D O I：

10.1039/c39920001537

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Oximes possessing alk-gamma- or -delta-enyl substituents are cyclised by phenylselenyl bromide, or by phenylselenyl chloride and an appropriate silver salt, to the corresponding cyclic nitrones; the seleno nitrones undergo facially specific cycloadditions with N-methylmaleimide, bis(alk-gamma,delta-enyl) and bis(alk-delta,delta-enyl) ketones undergo regiospecific cyclisation and stereospecific cycloaddition to furnish spirocyclic products.

引用

页码：1537 / 1538

页数：2

共 6 条

[1] X=Y - ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES .35. GENERATION OF NITRONES FROM OXIMES - CLASS-3 PROCESSES - TANDEM INTRAMOLECULAR MICHAEL ADDITION (1,3-AZAPROTIO CYCLOTRANSFER) - INTERMOLECULAR 1,3-DIPOLAR CYCLOADDITION REACTIONS
GRIGG, R
MARKANDU, J
PERRIOR, T
SURENDRAKUMAR, S
WARNOCK, WJ
[J]. TETRAHEDRON, 1992, 48 (33) : 6929 - 6952
[2] MERCURIC ACETATE INDUCED FORMATION OF CYCLIC NITRONES FROM ALKENYL OXIMES
GRIGG, R
HADJISOTERIOU, M
KENNEWELL, P
MARKANDU, J
THORNTONPETT, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (19) : 1388 - 1389
[3] GRIGG R, IN PRESS TETRAHEDRON
[4] PAULMIER C, 1986, SELENIUM REAGENTS IN, pCH8
[5] Torssell K.B.G., 1988, NITRILE OXIDES NITRO
[6] Tufariello J. J., 1984, 1 3 DIPOLAR CYCLOADD, V2, P83

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