SUBSTITUTION OF ALLYLIC FUNCTIONAL ACETATES - STEREOSELECTIVE SYNTHESIS OF 2-ALKYLIDENE-1,5-KETOESTERS

被引:12
作者
BELTAIEF, I [1 ]
AMRI, H [1 ]
机构
[1] FAC SCI TUNIS,CHIM ORGAN & ORGANOMET LAB,CAMPUS UNIV,TUNIS 1060,TUNISIA
关键词
D O I
10.1080/00397919408010208
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Direct reaction of allylic functional acetates 1 and beta-diketones 3 in the presence of anhydrous potassium carbonate i n boiling absolute ethanol gave 2-alkylidene-1,5-ketoesters 4 in good to fair yields.
引用
收藏
页码:2003 / 2010
页数:8
相关论文
共 18 条
[1]   NUCLEOPHILIC-SUBSTITUTION OF FUNCTIONAL ALLYLIC CYCLOALKENOL ACETATES BY ORGANOMETAL COMPOUNDS IN THE PRESENCE OF COPPER-SALTS - APPLICATION TO RAPID SYNTHESIS OF MITSUGASHIWALACTONE [J].
AMRI, H ;
RAMBAUD, M ;
VILLIERAS, J .
TETRAHEDRON, 1990, 46 (10) :3535-3546
[3]   ALPHA-METHYLENIC AND ALPHA-HYDROXYMETHYLATED ESTERS PREPARED BY THE ADDITION OF ORGANOLITHIUM OR MAGNESIUM ON ETHYL ALPHA-(HYDROXYMETHYL)ACRYLATE AND ITS DERIVATIVES IN THE PRESENCE OF COPPER(I) [J].
AMRI, H ;
RAMBAUD, M ;
VILLIERAS, J .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1986, 308 (03) :C27-C32
[4]   A SHORT LARGE-SCALE SYNTHESIS OF (+/-)SARKOMYCIN ESTERS [J].
AMRI, H ;
RAMBAUD, M ;
VILLIERAS, J .
TETRAHEDRON LETTERS, 1989, 30 (52) :7381-7382
[5]   ALPHA-(METHYLENE)ALKANOIC ESTERS VIA SUBSTITUTIONS OF ETHERS AND ACIDS DERIVED FROM ETHYL ALPHA-(HYDROXYMETHYL)ACRYLATE [J].
AMRI, H ;
RAMBAUD, M ;
VILLIERAS, J .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1990, 384 (1-2) :1-11
[6]  
BARRY M, 1980, J AM CHEM SOC, V102, P5699
[7]   SYNTHESIS OF KETONES OF TYPE CH3COCH2R FROM ACETYLACETONE AND HALIDES WITH ETHANOLIC POTASSIUM CARBONATE . AN ALKYLATION-CLEAVAGE PROCESS [J].
BOATMAN, S ;
HARRIS, TM ;
HAUSER, CR .
JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (10) :3321-&
[8]  
Bull L. B., 1968, PYRROLIZIDINE ALKALO
[9]   TOTAL SYNTHESIS OF SENECIC AND INTEGERRINECIC ACIDS [J].
CULVENOR, CC ;
GEISSMAN, TA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (07) :1647-&
[10]   NECIC ACID SYNTHONS .1. TOTAL SYNTHESIS OF INTEGERRINECIC ACID [J].
DREWES, SE ;
EMSLIE, ND .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (09) :2079-2083