76138-90-4Relevant academic research and scientific papers
ISOPRENE FUNCTIONALIZATION E/Z-ISOMERISM OF 1-SULFONYL SUBSTITUTED 2-METHYLBUTADIENES
Burger, J. J.,Chen, T. B. R. A.,Waard, E. R. De,Huisman, H. O.
, p. 723 - 726 (2007/10/02)
The isomeric chlorosulfones 3, 4 and 4 are prepared by 1,4-addition of sulfonyl chlorides to isoprene.Dehydrohalogenation affords the corresponding 2- and 3-methylbutadienyl sulfones in a configuration which is dependent on the configuration of the chlorosulfone.Pure Z-2-methylbutadienyl sulfones 1 are obtained by displacement of primary halides by the Z-sulfinate anion 2.The Z-sulfones 1 are isomerized to E/Z-mixtures.The E/Z-mixtures are separated into their components and the configuration of the isomers is established by the NMR-NOE technique.
