DIELS-ALDER CYCLOADDITION REACTIONS OF ISOBENZOFURAN AND ORTHO-QUINODIMETHANE WITH 1,2-DIHETEROETHYLENES

被引：44

作者：

DANDREA, SV ^{[1
]}

FREEMAN, JP ^{[1
]}

SZMUSZKOVICZ, J ^{[1
]}

机构：

[1] UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 14期

关键词：

D O I：

10.1021/jo00301a028

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2,3-Diheterotetrahydronaphthalenes are produced efficiently and stereoselectively by the [4 + 2] cycloaddition of o-quinodimethane and isobenzofuran with various 1,2-diheteroethylenes. © 1990, American Chemical Society. All rights reserved.

引用

页码：4356 / 4358

页数：3

共 31 条

[11]

HAN BH, 1982, J ORG CHEM, V47, P751

[12] PHOTOSENSITIZED C4-CYCLOADDITION OF VINYLENE CARBONATE TO OLEFINS [J].

HARTMANN, W .

CHEMISCHE BERICHTE-RECUEIL, 1968, 101 (05) :1643-&

[13] The syntheses of 2-imidazolone-4-carboxylic acid and 2-imidazolone [J].

Hilbert, GE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1932, 54 :3413-3419

[14] STEREOSELECTIVE SYNTHESIS OF AN ANALOG OF PODOPHYLLOTOXIN BY AN INTRAMOLECULAR DIELS-ALDER REACTION [J].

JUNG, ME ;

LAM, PY ;

MANSURI, MM ;

SPELTZ, LM .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (07) :1087-1105

[15] 1-METHOXYISOBENZOFURAN - FORMATION FROM 1,3-DIHYDRO-1,1-DIMETHOXYISOBENZOFURAN [J].

MAKHLOUF, MA ;

RICKBORN, B .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (13) :2734-2739

[16] CONVENIENT SYNTHESIS OF BENZOCYCLOBUTENE [J].

MARKGRAF, JH ;

BASTA, SJ ;

WEGE, PM .

JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (14) :2361-&

[17]

MEEGALLA SK, 1989, SYNTHESIS-STUTTGART, P942

[18] ISOBENZOFURAN - NEW APPROACHES FROM 1,3-DIHYDRO-1-METHOXYISOBENZOFURAN [J].

NAITO, K ;

RICKBORN, B .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (20) :4061-4062

[19] EVIDENCE FAVORING A 2-STEP MECHANISM FOR DIELS-ALDER REACTION [J].

NEWMAN, MS .

JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (08) :2630-&

[20]

RICKBORN B, 1989, ADV THEORETICALLY IN, V1, P1

← 1 2 3 4 →