Eight unsaturated alcohols were cyclized by selenoetherification in 6-exo or 6-endo manner to give substituted tetrahydropyran rings. Yields, regio- and stereoselectivities were discussed in terms of steric and electronic effects such as Se-O interaction. For the first time examples of the use of silica gel in selenoetherification and the effect of the X- counter ion of PhSe+ on the reaction course are discussed. These effects are related to the occurrence of Se-O interaction.
|Pages (de - à)||293-305|
|Nombre de pages||13|
|Numéro de publication||2|
|Etat de la publication||Publié - 1 févr. 2002|