MERCURIC ACETATE INDUCED FORMATION OF CYCLIC NITRONES FROM ALKENYL OXIMES

被引：38

作者：

GRIGG, R ^{[1
]}

HADJISOTERIOU, M ^{[1
]}

KENNEWELL, P ^{[1
]}

MARKANDU, J ^{[1
]}

THORNTONPETT, M ^{[1
]}

机构：

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

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 19期

关键词：

D O I：

10.1039/c39920001388

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Oximes possessing gamma- or delta-alkenyl substituents are cyclised by mercuric acetate to the corresponding cyclic nitrones; the mercurated nitrones undergo facially specific cycloaddition reactions with N-methylmaleimide to afford endo- and exo-cycloadducts, delta,delta'-bis(alkenyl) ketones undergo stereospecific cyclisation-intramolecular cycloaddition to furnish spirocyclic products.

引用

收藏

页码：1388 / 1389

页数：2

相关论文

共 15 条

[1] X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES .33. GENERATION OF NITRONES FROM OXIMES - TANDEM MICHAEL ADDITION-1,3-DIPOLAR CYCLOADDITION REACTIONS - CLASS-2 PROCESSES IN WHICH THE DIPOLAROPHILE IS LOCATED WITHIN THE OXIME [J].

ARMSTRONG, P ;

GRIGG, R ;

HEANEY, F ;

SURENDRAKUMAR, S ;

WARNOCK, WJ .

TETRAHEDRON, 1991, 47 (25) :4495-4518

[2] STEREOSELECTIVITY IN ELECTROPHILE-MEDIATED CYCLIZATIONS - AG(I)-CATALYZED SYNTHESIS OF DISUBSTITUTED PYRROLIDINES - CRYSTAL-STRUCTURE OF CIS-5-PHENYL-N-TOSYLPYRROLIDIN-2-YLMETHYL 4-BROMOBENZOATE [J].

GALLAGHER, T ;

JONES, SW ;

MAHON, MF ;

MOLLOY, KC .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (09) :2193-2198

[3] PALLADIUM(II) CATALYZED TANDEM [2,3]-SIGMATROPIC SHIFT-1,3-DIPOLAR CYCLOADDITION PROCESSES IN OXIME O-ALLYL ETHERS [J].

GRIGG, R ;

MARKANDU, J .

TETRAHEDRON LETTERS, 1991, 32 (02) :279-282

[4] TANDEM NUCLEOPHILIC SUBSTITUTION 1,3 DIPOLAR CYCLO-ADDITION REACTIONS OF OXIMES WITH EPOXIDES AND DIPOLAROPHILES [J].

GRIGG, R ;

MARKANDU, J .

TETRAHEDRON LETTERS, 1989, 30 (40) :5489-5492

[5] X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES .31. GENERATION OF NITRONES FROM OXIMES - BACKGROUND AND SCOPE OF THE TANDEM 1,2-PROTOTROPY-INTRAMOLECULAR CYCLOADDITION SEQUENCE [J].

GRIGG, R ;

HEANEY, F ;

MARKANDU, J ;

SURENDRAKUMAR, S ;

THORNTONPETT, M ;

WARNOCK, WJ .

TETRAHEDRON, 1991, 47 (24) :4007-4030

[6] X=Y-ZH SYSTEMS AS POTENTIAL 1,3-DIPOLES .32. GENERATION OF NITRONES FROM OXIMES - TANDEM MICHAEL ADDITION-1,3-DIPOLAR CYCLOADDITION REACTIONS - BACKGROUND AND CLASS-1 PROCESSES [J].

GRIGG, R ;

HEANEY, F ;

SURENDRAKUMAR, S ;

WARNOCK, WJ .

TETRAHEDRON, 1991, 47 (25) :4477-4494

[7] TANDEM NUCLEOPHILIC SUBSTITUTION-1,3-DIPOLAR CYCLOADDITION REACTIONS OF OXIMES WITH ALKYL-HALIDES AND DIPOLAROPHILES [J].

GRIGG, R ;

MARKANDU, J ;

SURENDRAKUMAR, S .

TETRAHEDRON LETTERS, 1990, 31 (08) :1191-1194

[8]

GRIGG R, 1991, TETRAHEDRON, V47, P8277

[9]

GRIGG R, IN PRESS TETRAHEDRON

[10]

HABY NJS, 1991, J CHEM SOC P1, P145