PALLADIUM CATALYZED-REACTIONS OF PROPARGYL CARBONATES

被引：6

作者：

MANDAI, T

TSUJI, J

机构：

来源：

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN | 1992年 / 50卷 / 10期

关键词：

METHYL PROPARGYL CARBONATE; PALLADIUM CATALYZED CARBONYLATION OF PROPARGYL CARBONATES, 1,2,4-TRIENES; 1,2-DIEN-4-YNES; ALPHA-ALKYLIDENE-BETA-LACTAMS; PREPARATION OF ALLENES; PALLADIUM CATALYZED REACTIONS OF 2-(1-ALKYNYL) OXIRANES; 2,3-ALKADIENOATE; TANDEM CARBONYLATION AND DIELS-ALDER REACTION;

D O I：

10.5059/yukigoseikyokaishi.50.908

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Carbonates of propargyl alcohol and its functionalized derivatives undergo various palladium-catalyzed reactions under mild neutral conditions. Their reacton with olefins affords 1,2,4-trienes, and 1,2-dien-4-ynes are obtained by the reaction with terminal acetylenes. Reaction with soft carbonucleophiles is a good synthetic method for furans. Also 2-(1-alkynyl)oxiranes react with beta-keto esters to form furans. Allenyl esters (2,3-dienoates) and their derivatives such as alpha-alkylidene-beta-lactams and alkylidenecyclopentenonecarboxylates are obtained by the carbonylation of various functionalized propargyl carbonates. Allenes(1,2-dienes) are formed by the hydrogenolysis with formic acid.

引用

页码：908 / 919

页数：12