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9556942 
Journal Article 
ON THE HYDROZIRCONATION OF OLEYL ETHERS 
Karlsson, S; Hallberg, A; Gronowitz, S 
1988 
0 
Chemica Scripta
ISSN: 0004-2056 
28 
2 
185-189 
English 
The influence of protecting groups and solvents on the hydrozirconation of some oleyl ethers was studied. With a benzyl function as protecting group a faster migration along the octadecanyl chain was observed than with tetrahydropyranyl, t-butyl and t-butyldimethylsilyl groups. Usage of t-butyldimethylsilyl gave the highest ratio of deuterium/hydrogen incorporation in the omega -position. In all of the isolated saturated deuterated ethers, deuterium was incorporated only in the omega -position. All of the ethers investigated gave substantial elimination, which led to alkane or alcohol, depending on the protecting group. A faster reaction was observed when 1,4-dioxane was used as solvent instead of toluene.