Allyl iodide, isomerisation

It can be prepared artificially by the action of allyl iodide on an alcoholic solution of thiocyanate of potassium, the latter body being isomerised to the isothiocyanate under the influence of heat. 

ACF may also be used for isomerisation of F-olefins [33]. F-Allyl iodide and olefin 79 were readily isomerized under the action of ACF and, as mentioned above, this catalyst is more active in isomerization of F-olefins [23] ... 

Triethylborane is also an excellent initiator for intramolecular iodine atom transfer reactions. For example, cyclisation of the propargyl a-iodoacetal depicted in Scheme 6.5 gives the corresponding bicyclic vinyl iodide in high yield.10 Allyliodoacetamides (Scheme 6.5) and allyl iodoacetates (Scheme 6.5) cyclise cleanly under Et3B-02 initiation. In the case of the ester, the reaction has to be run in refluxing benzene in order to allow Z/E-ester isomerisation prior to... 

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