Synthesis of 3-benzylidenetetrahydrofurans: Tf<sub>2</sub>O-catalyzed hydroxylation/cyclization of cyclopropanemethanols with DMSO
Zhenjie Qi, Hongchen Wang, Yi Ren, Yan‐Ning Niu, Yong Jiang, Rulong Yan
Abstract
O catalysis. This reaction undergoes ring-opening of the cyclopropane moiety to generate homoallylic alcohols, which react with DMSO to produce 3-benzylidenetetrahydrofurans. With various substituted groups on cyclopropanemethanols the reactions proceed smoothly and the desired 3-benzylidenetetrahydrofurans are obtained in moderate to good yields.
Topics & Concepts
HydroxylationCatalysisChemistryCombinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryEnzymeCyclopropane Reaction MechanismsCatalytic Alkyne ReactionsCatalytic C–H Functionalization Methods