5,6,7,8-TETRAMETHYLENEBICYCLO[2.2.2]OCT-2-ENE AS BIS(DIENE) IN REPETITIVE DIELS-ALDER REACTIONS

被引：20

作者：

WEGENER, S ^{[1
]}

MULLEN, K ^{[1
]}

机构：

[1] MAX PLANCK INST POLYMER RES,ACKERMANNWEG 10,W-6500 MAINZ,GERMANY

来源：

CHEMISCHE BERICHTE | 1991年 / 124卷 / 09期

关键词：

DIELS-ALDER REACTIONS; REPETITIVE; BAND STRUCTURES;

D O I：

10.1002/cber.19911240936

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of ladder-type oligomers by repetitive Diels-Alder reactions is described. The title compound 1 has been treated with the ''bis(dienophile)'' 2 at high pressure (7.5 kbar). Under these conditions the formation of oligomers with up to 33 laterally anellated six-membered rings has been achieved. An attempt has been made to analyze the complex stereo-chemistry of the cycloaddition by using the model compounds 5a, 5b.

引用

页码：2101 / 2103

页数：3

共 50 条

[41] CHEMISTRY OF ENOL SILYL ETHERS .6. CHEMISTRY OF 2,5-BIS(TRIMETHYLSILOXY) FURANS .1. PREPARATION AND DIELS-ALDER REACTIONS
BROWNBRIDGE, P
CHAN, TH
TETRAHEDRON LETTERS, 1980, 21 (36) : 3423 - 3426
[42] DIELS-ALDER REACTIONS OF [2.2]PARACYCLOPHAN-1-ENE AND [2.2]PARACYCLOPHANE-1,9-DIENE WITH 3,6-DISUBSTITUTED 1,2,4,5-TETRAZINES
DEMEIJERE, A
KONIG, B
HELVETICA CHIMICA ACTA, 1992, 75 (03) : 901 - 906
[43] COMPETITIVE DIENE AND DIENOPHILIC CHARACTER OF 2,3,4,5,5-PENTACHLORO-1-AZACYCLOPENTADIENE IN DIELS-ALDER REACTION WITH CONJUGATED DIENES .6.
RAMMASH, BK
GLADSTONE, CM
WONG, JL
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (15): : 3036 - 3040
[44] Diels-Alder reactions of highly pyramidalized tricyclo[3.3.0.03,7]oct-1(5)-ene derivatives:: further chemistry of pentacyclo[6.4.0.02,10.03,7.04,9]dodeca-5,8,11-triene
Camps, P
Fernández, JA
Font-Bardia, M
Solans, X
Vázquez, S
TETRAHEDRON, 2005, 61 (14) : 3593 - 3603
[45] IMMONIUM ION-BASED DIELS-ALDER REACTIONS - N-BENZYL-2-AZANORBORNENE - (2-AZABICYCLO[2.2.1]HEPT-5-ENE, 2-(PHENYLMETHYL))
GRIECO, PA
LARSEN, SD
ORGANIC SYNTHESES, 1990, 68 : 206 - 209
[46] STUDIES ON 1-ALKYL-2(1H)-PYRIDONE DERIVATIVES .13. SYNTHESES OF 5-ENDO-6-EXO-DICYANOCARBONYL-2-METHYL-3-OXO-2-AZABICYCLO[2.2.2]OCT-7-ENE AND 5-ENDO-6-EXO-DIMETHOXYCARBONYL-2-METHYL-3-OXO-2-AZABICYCLO[2.2.2]OCT-7-ENE
TOMISAWA, H
FUJITA, R
NOGUCHI, K
HONGO, H
CHEMICAL & PHARMACEUTICAL BULLETIN, 1970, 18 (05) : 941 - +
[47] Diels-Alder reactions of trichloro-1,2,4-triazine: Intramolecular additions with 1,5 and 1,6 dienes
Barlow, MG
Sibous, L
Suliman, NNE
Tipping, AE
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (06): : 519 - 524
[48] CHEMISTRY OF O-BENZOQUINONES AND MASKED O-BENZOQUINONES .3. DIELS-ALDER REACTIONS OF 6,9-DIPROPYL-1,4-DIOXASPIRO[4.5]DECA-6,8-DIENE-2,10-DIONE WITH SUBSTITUTED ALKENES - AN ENTRY TO BICYCLO[2.2.2]OCT-5-ENE-2,3-DIONES AND 1,3-CYCLOHEXADIENES
HSU, YH
KUO, LC
LIAO, CC
LIN, HS
UANG, BJ
JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 1984, 31 (01) : 63 - 78
[49] CYCLO-ADDITION OF VINYLINDOLES TO ANNELLATED INDOLE-DERIVATIVES .7. NEW REGIOCONTROLLED AND STEREOCONTROLLED REACTIONS OF 2-VINYLINDOLES WITH CC-DIENOPHILES - DIELS-ALDER REACTIONS, ENE REACTIONS, AND MICHAEL ADDITIONS
EITEL, M
PINDUR, U
HETEROCYCLES, 1988, 27 (10) : 2353 - 2362
[50] STEREOSELECTIVITY IN PSEUDO DIELS-ALDER CYCLOADDITION OF IMINO URETHANES - PREDOMINANT EXO ORIENTATION IN SYNTHESIS OF 3-PHENYL- AND 3-ACETYL-2-AZABICYCLO-[2.2.2.]OCT-5-ENES
KROW, G
RODEBAUG.R
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1972, 164 (AUG-S): : 81 - &

← 1 2 3 4 5 →