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.
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页码：908 / 919
页数：12
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