THE ACID-CATALYZED CYCLIZATIONS OF UNSATURATED CARBONYL-COMPOUNDS UTILIZING SILICA-GEL AT HIGH-PRESSURE

被引：15

作者：

DAUBEN, WG

HENDRICKS, RT

机构：

[1] Department of Chemistry, University of California, Berkeley

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 05期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(00)92321-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ene-like cyclizations of a series of unsaturated carbonyl compounds have been studied using silica gel at high pressure (15 kbar) as a new catalytic system. This new method is general for forming 5- and 6-membered ring carbocycles. The mildness of this method was demonstrated by the successful cyclization of a vinyl cyclopropyl aldehyde.

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页码：603 / 606

页数：4

相关论文

共 35 条

[1] INTRAMOLECULAR OLEFINIC ALDEHYDE PRINS REACTIONS FOR THE CONSTRUCTION OF 5-MEMBERED RINGS [J].

ANDERSEN, NH ;

HADLEY, SW ;

KELLY, JD ;

BACON, ER .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (21) :4144-4151

[2] CYCLOPENTANE FORMATION VIA ENE REACTION OF OLEFINIC ALDEHYDES [J].

ANDERSEN, NH ;

LADNER, DW .

SYNTHETIC COMMUNICATIONS, 1978, 8 (07) :449-461

[3] SYNTHESES OF PYRETHROID ACIDS [J].

ARLT, D ;

JAUTELAT, M ;

LANTZSCH, R .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (09) :703-722

[4]

AUBERT C, 1988, TETRAHEDRON LETT, P1011

[5] RULES FOR RING-CLOSURE [J].

BALDWIN, JE .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (18) :734-736

[6] CHEMISTRY AND STRUCTURE OF PHORBOL DITERPENE PARENT OF CO-CARCINOGENS OF CROTON OIL [J].

CROMBIE, L ;

GAMES, ML ;

POINTER, DJ .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (11) :1347-+

[7] ORGANIC-REACTIONS AT HIGH-PRESSURE - CYCLOADDITIONS WITH ENOL AND DIENOL DERIVATIVES [J].

DAUBEN, WG ;

KRABBENHOFT, HO .

JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (02) :282-287

[8]

HAMANN SD, 1972, 3 DIV APPL CHEM TECH

[9] ENE REACTION [J].

HOFFMANN, HM .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1969, 8 (08) :556-&

[10] FORMATION OF BENZIMIDAZOLES AT HIGH-PRESSURE [J].

HOLAN, G ;

EVANS, JJ ;

LINTON, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (10) :1200-1203

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