A SIMPLE LABORATORY PROCEDURE FOR PREPARATION OF (1-METHYLETHENYL)OXIRANE (3,4-EPOXYISOPRENE)

被引:28
作者
HARWOOD, LM
CASY, G
SHERLOCK, J
机构
[1] Dyson Perrins Laboratory, University of Oxford, South Parks Road
关键词
D O I
10.1080/00397919008052839
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This Communication describes a convenient procedure for the preparation of pure 3,4-epoxyisoprene (1). Reaction of methacrolein with the ylide prepared by reaction of trimethylsulphonium methanesulphonate with powdered sodium hydroxide suspended in dichloromethane furnishes pure material after simple distillation. © 1990, Taylor & Francis Group, LLC. All rights reserved.
引用
收藏
页码:1287 / 1292
页数:6
相关论文
共 23 条
[11]   A STEREOCONTROLLED TOTAL SYNTHESIS OF OPTICALLY-ACTIVE (R,R)-PHYTOL [J].
FUJISAWA, T ;
SATO, T ;
KAWARA, T ;
OHASHI, K .
TETRAHEDRON LETTERS, 1981, 22 (48) :4823-4826
[12]  
GEVORKYAN AA, 1988, ZH ORG KHIM+, V24, P1340
[13]  
GEVORKYAN AA, 1985, KHIM GETEROTSIKL+, P450
[14]  
GHIBRI A, 1985, TETRAHEDRON LETT, P3075
[15]  
KESHEL GN, 1964, IZV VYSSHIKH UCHEBN, V7, P639
[16]  
KOBAYASHI Y, Patent No. 6226279
[17]   ROLE OF PEROXO VS ALKYLPEROXO TITANIUM PORPHYRIN COMPLEXES IN THE EPOXIDATION OF OLEFINS [J].
LEDON, HJ ;
VARESCON, F .
INORGANIC CHEMISTRY, 1984, 23 (18) :2735-2737
[18]   STEREOCHEMISTRY OF SN2' ADDITIONS TO ACYCLIC VINYLOXIRANES [J].
MARSHALL, JA ;
TROMETER, JD ;
BLOUGH, BE ;
CRUTE, TD .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (18) :4274-4282
[19]   SN-OPENING OF ALLYLIC EPOXIDES BY VINYLIC-TYPE ORGANOMETALLIC DERIVATIVES [J].
MAS, JM ;
MALACRIA, M ;
GORE, J .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (17) :1161-1162
[20]   TRIMETHYLSULFONIUM METHYLSULFATE, A SIMPLE AND EFFICIENT EPOXIDIZING AGENT [J].
MOSSET, P ;
GREE, R .
SYNTHETIC COMMUNICATIONS, 1985, 15 (08) :749-757