Health & Environmental Research Online (HERO)


Print Feedback Export to File
8312143 
Journal Article 
An ene-type reaction between an unactivated olefin and an "activated" sulfoxide, and some properties of the resulting sulfonium salts 
Moiseenkov, AM; Dragan, VA; Veselovskii, VV 
1989 
1 
Bulletin of the Academy of Sciences of the USSR. Division of Chemical Science
ISSN: 0568-5230 
Kluwer Academic Publishers-Plenum Publishers 
38 
2 
314-319 
English 
1. Using DMSO and MeSOPh it has been shown for the first time that O-trifluoroacetylated sulfoxides react with unactivated trisubstituted olefins to give allylsulfonium salts. 2. LiClO4 has been found to accelerate this ene-type reaction. 3. It has been found for the first time in the aliphatic series that the competition between [3, 2]-rearrangement and the Stevens rearrangement of the S-ylid generated from the allylsulfonium salt is governed by the type of counterion present, and this observation has been rationalized. © 1989 Plenum Publishing Corporation.