DABCO-CATALYZED DIMERIZATION OF SOME ALPHA,BETA-UNSATURATED ESTERS

被引：41

作者：

DREWES, SE

EMSLIE, ND

KARODIA, N

机构：

[1] Department of Chemistry, University of Natal, 375

来源：

SYNTHETIC COMMUNICATIONS | 1990年 / 20卷 / 13期

关键词：

D O I：

10.1080/00397919008053121

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acrylate esters readily undergo the Baylis-Hi1lman reaction with aldehydes in the presence of DABCO. In the absence of aldehydes it has now been established that esters with good leaving groups undergo self condensation (Michael addition) to afford dimers in almost quantitative yield. © 1990, Taylor & Francis Group, LLC. All rights reserved.

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页码：1915 / 1921

页数：7

相关论文

共 9 条

[1] OLEFIN-TO-OLEFIN ADDITION REACTIONS [J].

ALDERSON, T ;

JENNER, EL ;

LINDSEY, RV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (24) :5638-&

[2] HYDROXYALKYLATION OF METHYLVINYL KETONES AND ACRYLONITRILE IN THE PRESENCE OF 1,4-DIAZABICYCLO[2.2.2]OCTANE [J].

AMRI, H ;

VILLIERAS, J .

TETRAHEDRON LETTERS, 1986, 27 (36) :4307-4308

[3]

BAIZER MM, 1965, J ORG CHEM, V60, P1357

[4] DABCO CATALYZED DIMERIZATION OF ALPHA,BETA-UNSATURATED KETONES AND NITRILES [J].

BASAVAIAH, D ;

GOWRISWARI, VVL ;

BHARATHI, TK .

TETRAHEDRON LETTERS, 1987, 28 (39) :4591-4592

[5] SYNTHETIC POTENTIAL OF THE TERTIARY-AMINE-CATALYSED REACTION OF ACTIVATED VINYL CARBANIONS WITH ALDEHYDES [J].

DREWES, SE ;

ROOS, GHP .

TETRAHEDRON, 1988, 44 (15) :4653-4670

[6]

IKEDA M, 1972, TETRAHEDRON LETT, P4477

[7] DIASTEREOFACE-DISCRIMINATIVE METAL COORDINATION IN ASYMMETRIC-SYNTHESIS - D-PANTOLACTONE AS PRACTICAL CHIRAL AUXILIARY FOR LEWIS ACID-CATALYZED DIELS-ALDER REACTIONS [J].

POLL, T ;

SOBCZAK, A ;

HARTMANN, H ;

HELMCHEN, G .

TETRAHEDRON LETTERS, 1985, 26 (26) :3095-3098

[8] DABCO-CATALYZED COUPLING OF ALDEHYDES WITH ACTIVATED DOUBLE-BONDS .6. STEREOSELECTIVE GENERATION AND FACILE DIMERIZATION OF (E)-2-METHYLENE-3-ALKENOIC ACID-ESTERS [J].

POLY, W ;

SCHOMBURG, D ;

HOFFMANN, HMR .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (16) :3701-3710

[9] SYNTHETIC REACTIONS BY COMPLEX CATALYSTS .15. COPPER(I)-ALKYL ISOCYANIDE CATALYZED DIMERIZATION OF ALPHA,BETA-UNSATURATED CARBONYL AND NITRILE COMPOUNDS [J].

SAEGUSA, T ;

ITO, Y ;

TOMITA, S ;

KINOSHIT.H .

JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (03) :670-&