CARBON-MONOXIDE AS A BUILDING BLOCK IN ORGANIC-SYNTHESIS .2. ONE-STEP SYNTHESIS OF ESTERS BY ALKOXYCARBONYLATION OF NATURALLY-OCCURRING ALLYLBENZENES, PROPENYLBENZENES AND MONOTERPENES

被引：30

作者：

CHENAL, T ^{[1
]}

CIPRES, I ^{[1
]}

JENCK, J ^{[1
]}

KALCK, P ^{[1
]}

PERES, Y ^{[1
]}

机构：

[1] ECOLE NATL SUPER CHIM TOULOUSE,CHIM PROCEDES EQUIPE CATALYSE & CHIM FINE LAB,118 ROUTE NARBONNE,F-31077 TOULOUSE,FRANCE

来源：

JOURNAL OF MOLECULAR CATALYSIS | 1993年 / 78卷 / 03期

关键词：

D O I：

10.1016/0304-5102(93)87064-F

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Various allylbenzenes (estragole, eugenol, eugenol methyl ether, safrole), propenylbenzenes (the iso compounds) and monoterpenes (limonene, isopulegol, isopulegyl acetate) were converted into the corresponding esters by alkoxycarbonylation at 4 MPa and 100-degrees-C. Two palladium systems were used to catalyze this reaction: [PdCl2(PPh3)2] and [PdCl2(PPh3)2]/SnCl2 . 2H2O when larger amounts of linear ester are expected. This reaction was shown to be highly selective, since only the terminal carbon-carbon double bond was transformed. Isopulegol gave rise to a cyclocarbonylation reaction leading to the corresponding delta-lactone.

引用

页码：351 / 366

页数：16

共 32 条

[1] METALS IN ORGANIC SYNTHESES .3. HIGHLY REGIOSELECTIVE PROPENE HYDROCARBOXYLATION PROMOTED BY A PDCL2(PPH3)2-PPH3 CATALYST PRECURSOR - TRANSPD(COPR-N)CL(PPH3)2 AS AN ACTIVE CATALYTIC SPECIES [J].