Allylic acetates samarium diiodide

Two convenient methods have been developed for the preparation of trifluoro-methyl-substituted alkoxyallenes. Reductive elimination of allylic acetates 30 with samarium diiodide leads to 31 (Scheme 8.11) [38], whereas reaction of Wittig cumu-lene 32 with phenyl trifluoromethyl ketone (33) and thermolysis of the intermediate 34 provides 35 (Scheme 8.12) [39]. 

It has been reported that, in the presence of a palladium catalyst, diphenyl diselenide and samarium diiodide react with allylic acetates to give allylic phenyl selenides under mild conditions (Scheme 12) [18]. In this case, however, the nucleophilic benzeneselenolate was not proposed as an intermediate of the reaction. 

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