Tetrahedron p. 3689 - 3693 (1985)
Update date:2022-08-05
Topics:
Ouertani, Mohsen
Collin, Jacqueline
Kagan, Henri B.
The behaviour of various allylic alcohols in the presence of catalytic amounts of SmCl3 (by heating in 1,2-dichloroethane) has been studied.Diallyl ethers are obtained in many cases in good yields.Mixed allyl alkyl ethers are also prepared if 2-5 equivalents of an aliphatic alcohol is present.The reactions are interpreted as proceeding through a pseudo allylic carbonium intermediate initiated by a preliminary complexation of the allyl hydroxyl to the samarium ion.
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(1986)
