Keywords: Alcohols / Cyclic ethers / Cyclizations / Entropy / Medium-sized rings / Synthetic methods 7-Octen-1-ols substituted in the sp 3 −sp 3 carbon chain with carbocyclic (phenyl and cyclopropane) and heterocyclic (epoxide and dioxolane) moieties were prepared and their cyclizations in the presence of bis(collidine)iodonium(I) and -bromonium(I) hexafluorophosphates as electrophiles were studied. Oxocanes were obtained in modest to good yields when a rigid cyclic moiety (cyclopropane or phenyl) was present in the chain, while yields of cyclizations were lower if

Presence of Bis(collidine)halonium(I) Hexafluorophosphates. -Unsaturated alcohols containing cyclic substituents in the carbon chain can undergo cyclization to oxocanes in the presence of bis(collidine)halonium(I) hexafluorophosphates. The yield is dependent on the nature and configuration of the substituents as well as on the length of the alcohol chain. -(MENDES, C.; RENARD, S.; ROFOO, M.; ROUX, M.-C.; ROUSSEAU*, G.; Eur.