THE OSMIUM(II)-PROMOTED [4+2]-CYCLOADDITION REACTION OF ANISOLE AND N-METHYLMALEIMIDE AND CHARACTERIZATION OF THE ETA(2)-4H-ANISOLIUM INTERMEDIATE

被引：21

作者：

KOPACH, ME ^{[1
]}

HARMAN, WD ^{[1
]}

机构：

[1] UNIV VIRGINIA,DEPT CHEM,CHARLOTTESVILLE,VA 22901

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 22期

关键词：

D O I：

10.1021/jo00101a003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Anisole, when complexed by pentaammineosmium(II), undergoes a [4 + 2] cycloaddition with N-methylmaleimide which is shown to be nonconcerted.

引用

页码：6506 / 6507

页数：2

共 14 条

[1] CIGANEK E, 1967, TETRAHEDRON LETT, V34, P3321
[2] A NOVEL DEAROMATIZATION OF ANILINES VIA COMPLEXATION TO PENTAAMMINEOSMIUM(II) - SYNTHESIS OF HIGHLY FUNCTIONALIZED 3-AMINOCYCLOHEXENES FROM ANILINES
GONZALEZ, J
SABAT, M
HARMAN, WD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (19) : 8857 - 8858
[3] THE REGIOSPECIFIC AND STEREOSPECIFIC SELECTIVE HYDROGENATION OF ETA-2-COORDINATED ARENES
HARMAN, WD
SCHAEFER, WP
TAUBE, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (07) : 2682 - 2685
[4] SUBSTITUENT EFFECTS ON ETA-2-COORDINATED ARENE COMPLEXES OF PENTAAMMINEOSMIUM(II)
HARMAN, WD
SEKINE, M
TAUBE, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (17) : 5725 - 5731
[5] ARYNE CYCLO-ADDITION TO THE AROMATIC RING OF MESITYLMAGNESIUM BROMIDE - AN ANION-ASSISTED DIELS-ALDER REACTION
HART, H
DU, CJF
MOHEBALIAN, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (12) : 2720 - 2723
[6] KOLIS SP, UNPUB
[7] ELECTROPHILIC SUBSTITUTIONS ON ETA-2-COORDINATED ARENES - AN UNPRECEDENTED MICHAEL ADDITION FOR PHENOL AND ANILINE
KOPACH, ME
GONZALEZ, J
HARMAN, WD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (23) : 8972 - 8973
[8] NOVEL MICHAEL ADDITIONS TO PHENOLS PROMOTED BY OSMIUM(II) - CONVENIENT STEREOSELECTIVE SYNTHESES OF 2,4-CYCLOHEXADIENONE AND 2,5-CYCLOHEXADIENONE
KOPACH, ME
HARMAN, WD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (15) : 6581 - 6592
[9] DIRECT 10-BETA-ALKYLATION OF BETA-ESTRADIOL - OSMIUM(II) AS A DEAROMATIZATION AGENT
KOPACH, ME
KELSH, LP
STORK, KC
HARMAN, WD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (12) : 5322 - 5323
[10] BIS-(POLYFLUOROALKYL)-ACETYLENES .2. BICYCLOOCTATRIENES THROUGH 1,4-ADDITION OF BIS-(POLYFLUOROALKYL)-ACETYLENES TO AROMATIC RINGS
KRESPAN, CG
CAIRNS, TL
MCKUSICK, BC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (16) : 3428 - &

← 1 2 →