NEW REACTION OF EPOXY ALDEHYDES RESULTING IN THE FORMATION OF EPOXY BETA-PROPIOLACTONES

被引:9
作者
JEDLINSKI, Z
KOWALCZUK, M
机构
[1] Institute of Polymers, Polish Academy of Sciences, Zabrze
关键词
D O I
10.1021/jo01316a013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the presence of aluminum alkoxides the α-methyl derivatives of glycidaldehyde were shown to yield mainly epoxy β-propiolactones and, as might have been expected, the corresponding diepoxy esters formed in a Tischenko-Claisen reaction. The structure of the resulting diastereomeric epoxy derivatives of β-propiolactone was established and a correlation was found to exist between their yield and the concentration of the catalyst. Copyright © 1979, American Chemical Society. All rights reserved.
引用
收藏
页码:222 / 224
页数:3
相关论文
共 14 条
[1]  
CICHON L, 1966, WIAD CHEM, V20, P641
[2]   CHEMISTRY OF DIMETHYLKETENE DIMER .4. POLYESTER AND BETA-LACTONE DIMER OF DIMETHYLKETENE [J].
HASEK, RH ;
CLARK, RD ;
ELAM, EU ;
MARTIN, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (01) :60-&
[3]  
JEDLINSKI Z, 1975, MAKROMOL CHEM, V176, P905
[4]  
JEDLINSKI Z, 1964, COLLECTION PAPERS SI, V106, P197
[5]  
KHARASH MS, 1946, J ORG CHEM, V14, P818
[6]  
KLECAN T, 1974, ROCZ CHEM, V48, P701
[7]   A STUDY OF THE MIXED TISCHTSCHENKO REACTION [J].
LIN, I ;
DAY, AR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (20) :5133-5135
[8]   ALKALINE EPOXIDATION OF ALPHA,BETA-UNSATURATEDALDEHYDES [J].
PAYNE, GB .
JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (01) :250-&
[9]   BORIC-ACID CATALYZED TISHCHENKO REACTIONS [J].
STAPP, PR .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (07) :1433-1434
[10]   THE ACTION OF SODIUM HYDRIDE ON CERTAIN CARBONYL COMPOUNDS .36. CONDENSATIONS AND REDUCTIONS [J].
SWAMER, FW ;
HAUSER, CR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (12) :2647-2649