Vicinal dianions of diethyl α-aroylsuccinates: Preparation of functionalized-2,3-dihydrofurans and -furans, and diaxial 2,4-diaryl-3,7-dioxabicyclo[3.3.0]octanes

Manat PohmakotrArisara IssareeLaddawan SampaongoenPatoomratana TuchindaVichai ReutrakulMahidol University2018-07-242018-07-242003-10-20Tetrahedron Letters. Vol.44, No.43 (2003), 7937-7940004040392-s2.0-0141708670https://repository.li.mahidol.ac.th/handle/123456789/20685Vicinal dianions of diethyl α-aroylsuccinates react with aromatic aldehydes to provide functionalized 2,3-dihydrofurans as the major products together with γ-butyrolactones after treatment of the adducts obtained with a catalytic amount of p-toluenesulfonic acid in refluxing toluene. cis-2,3-Dihydrofurans are used as precursors for the preparation of tetrasubstituted furans and diaxial 2,4-diaryl-3,7-dioxabicyclo[3.3.0]octanes. © 2003 Published by Elsevier Ltd.Mahidol UniversityBiochemistry, Genetics and Molecular BiologyChemistryPharmacology, Toxicology and PharmaceuticsVicinal dianions of diethyl α-aroylsuccinates: Preparation of functionalized-2,3-dihydrofurans and -furans, and diaxial 2,4-diaryl-3,7-dioxabicyclo[3.3.0]octanesArticleSCOPUS10.1016/j.tetlet.2003.09.005