THE REACTIONS OF ALPHA-ALKOXY-SUBSTITUTED STYRENES WITH DIMETHYL ACETYLENEDICARBOXYLATE AND DIMETHYL FUMARATE NOVEL ADDUCTS IN THE REACTION WITH DIMETHYL FUMARATE

被引：2

作者：

KOTSUKI, H

YAMAGUCHI, T

OHNO, K

ICHIKAWA, Y

OCHI, M

机构：

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1994年 / 67卷 / 02期

关键词：

D O I：

10.1246/bcsj.67.599

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reactions of alpha-trimethylsiloxy-, alpha-methoxy-, and alpha-ethoxystyrene with dimethyl acetylenedicarboxylate (DMAD) and dimethyl fumarate (DMFM) have been investigated. With DMAD the 1:1 Diels-Alder and the 1:2 Diels-Alder ene adducts were obtained, while the reaction with DMFM gave novel open-chain adducts through alkyl group migration and incorporation of the solvent.

引用

收藏

页码：599 / 602

页数：4

相关论文

共 22 条

[1]

ALDER K, 1955, LIEBIGS ANN CHEM, V595, P1

[2] Transference of diene synthesis on 1-aryl-alkene-(1). The reaction of propenyl-containing phenol ether with maleic acid anhydride. [J].

Bruckner, V .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1942, 75 :2034-2050

[3]

DAVIES CM, 1955, T FARADAY SOC, V51, P1506

[4]

HALL CHK, 1980, J ORG CHEM, V45, P8365

[5] TRAPPING TETRAMETHYLENE BIRADICAL INTERMEDIATES IN CYCLOADDITION REACTIONS OF PARA-METHOXYSTYRENE BY VINYL COPOLYMERIZATION REACTIONS [J].

HALL, HK ;

ABDELKADER, M .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (14) :2948-2953

[6] BOND-FORMING INITIATION IN SPONTANEOUS ADDITION AND POLYMERIZATION REACTIONS OF ALKENES [J].

HALL, HK .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1983, 22 (06) :440-455

[7] SYNTHESIS OF EPOXIDES WITH ELECTRONEGATIVE SUBSTITUENTS - PHOTOMETRIC SUBSTRATES FOR EPOXIDE HYDRASE [J].

HANZLIK, RP ;

HILBERT, JM .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (04) :610-614

[8] CHEMISTRY OF CARBANIONS .18. PREPARATION OF TRIMETHYLSILYL ENOL ETHERS [J].

HOUSE, HO ;

CZUBA, LJ ;

GALL, M ;

OLMSTEAD, HD .

JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (08) :2324-&

[9] Addition of maleic anhydride and ethyl maleate to substituted styrenes [J].

Hudson, BJF ;

Robinson, R .

JOURNAL OF THE CHEMICAL SOCIETY, 1941, :715-722

[10] A NOVEL INTRAMOLECULAR [4+2]CYCLOADDITION OF SILYLENE PROTECTING DIHYDROXYSTYRENE DERIVATIVES - A VERSATILE SYNTHESIS OF LINEARLY CONDENSED PERI-HYDROXY AROMATIC-COMPOUNDS [J].

KITA, Y ;

OKUNAKA, R ;

HONDA, T ;

SHINDO, M ;

TAMURA, O .

TETRAHEDRON LETTERS, 1989, 30 (30) :3995-3998