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RESEARCH PRODUCT
ChemInform Abstract: Stereoselective Synthesis of Substituted Tetrahydropyran Rings via 6-exo and 6-endo Selenoetherification.
Renato NotoSerena RielaMichelangelo GruttadauriaCarmela AprilePaolo Lo Meosubject
Steric effectschemistry.chemical_classificationchemistry.chemical_compoundchemistrySilica gelOrganic chemistryStereoselectivityGeneral MedicineTetrahydropyranCounteriondescription
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 electroniceffects 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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2010-05-21 | ChemInform |