DIRECT OBSERVATION OF ALPHA-OXO KETENES FORMED FROM 1,3-DIOXIN-4-ONES AND THE ENOLS OF BETA-KETO-ESTERS

被引：68

作者：

FREIERMUTH, B ^{[1
]}

WENTRUP, C ^{[1
]}

机构：

[1] UNIV QUEENSLAND,DEPT CHEM,BRISBANE,QLD 4072,AUSTRALIA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 07期

关键词：

D O I：

10.1021/jo00007a008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The enol forms of beta-keto esters thermolyze to alcohols and alpha-oxo ketenes, which are characterized by low-temperature IR spectroscopy and on warming regenerate the beta-hydroxy-alpha,beta-unsaturated esters. The matrix isolated s-Z and s-E forms of alpha-oxo ketenes are characterized and photochemically converted into other conformers or sites. Matrix photolysis of 2,2,6-trimethyl-1,3-dioxin-4-one gives the s-Z acetylketene initially. Alpha-Oxo ketenes polymerize in the cold and dimerize only at elevated temperatures.

引用

页码：2286 / 2289

页数：4

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